7781-10-4 Archives - Chlorides-buliding-blocks

S News New learning discoveries about 7781-10-4

The synthetic route of 7781-10-4 has been constantly updated, and we look forward to future research findings.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 7781-10-4, name is 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, A new synthetic method of this compound is introduced below., COA of Formula: C7H6ClN3

General procedure: P-aminophenol or 2-fluoro-4-aminphenol 18a-b (0.1 mol)whichwas dissolved in tetrahydrofuran (50 ml),was added to a 1,4-dioxane/H2O(50 ml, 5:1) solution of compounds 17a-b or 20a-b,sodium carbonate and hydrogen sodium at 80 C for 2 h. Then thesolution was concentrated in vacuum and washed with water,filtered to give a solid.

The synthetic route of 7781-10-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Lin Xiao; Liu, Xiaobo; Xu, Shan; Tang, Qidong; Duan, Yongli; Xiao, Zhen; Zhi, Jia; Jiang, Liwen; Zheng, Pengwu; Zhu, Wufu; European Journal of Medicinal Chemistry; vol. 141; (2017); p. 538 – 551;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

9/14/21 News Share a compound : 7781-10-4

Statistics shows that 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine is playing an increasingly important role. we look forward to future research findings about 7781-10-4.

Reference of 7781-10-4, These common heterocyclic compound, 7781-10-4, name is 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a mixture of (S)-tert-butyl 2-amino-4-(((S)-2-fluoro-3-methoxypropyl) (4-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl) butyl)amino) butanoate (150 mg, 331 mumol), 4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine (48 mg, 286) in t-AmOH (3 mL) was added 2.0M t-BuONa in THF (286 muL, 572 mumol) then t-BuXPhos-Pd-G3 (23 mg, 29 mumol) and the resulting mixture was heated to 100 C. for 15 h, cooled to rt, and then concentrated in vacuo to give a tert-butyl (S)-4-(((S)-2-fluoro-3-methoxypropyl) (4-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl) butyl)amino)-2-((7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl) amino) butanoate intermediate, LCMS (ESI+): m/z=584.4 (M+H)+, which was used without further purification. Of the butanoate intermediate, 80 mg, 141 mumol) was taken up in DCM (1 mL) and TFA (400 juL) and the resulting mixture was stirred at rt for 6 h and then concentrated in vacuo. The crude residue was purified by reverse phase prep-HPLC to give the title compound. LCMS (ESI+): m/z=528.3 (M+H)+.

Statistics shows that 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine is playing an increasingly important role. we look forward to future research findings about 7781-10-4.

Reference:
Patent; Pliant Therapeutics, Inc.; CHA, Jacob; DONG, Chengguo; HOM, Timothy; JIANG, Lan; LEFTHERIS, Katerina; LI, Hui; MORGANS, JR., David J.; MUNOZ, Manuel; REILLY, Maureen; ZHENG, Yajun; (232 pag.)US2019/276449; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

9/6/21 News Share a compound : 7781-10-4

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 7781-10-4, name is 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, belongs to chlorides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 7781-10-4, Computed Properties of C7H6ClN3

A mixture of (5)-tert-butyl (2,4-dimethyl- 1 -(4-(4,4,5,5-tetramethyl- 1,3,2- dioxaborolan-2-yl)-2-(trifluoromethyl)phenoxy)pentan-2-yl)carbamate (prepared as described in Example 255, Parts A and B) (99 mg, 0.197 mmol), 4-chloro-7-methyl- 7H-pyrrolo[2,3-dlpyrimidine (synthesis previously described I Med. Chern., 2012,55, 7193) (30 mg, 0.179 mmol), Pd(Ph3P)4 (10.34 mg, 8.95 imol) and 2M aq. solution of potassium phosphate (0.269 mL, 0.537 mmol) in 1,4-dioxane (4 mL) was purged with nitrogen and heated at 100 C for 12h. The reaction mixture was diluted with ethyl acetate (25 mL) and filtered through diatomaceous earth. The filtrate was concentrated under reduced pressure to obtain cmde residue. The residue waspurified by silica gel chromatography (5-10% ethyl acetate in hexanes) to afford (5)- tert-butyl (2,4-dimethyl- 1 -(4-(7-methyl-7H-pyrrolo[2,3-djpyrimidin-4-yl)-2 (trifluoromethyl)phenoxy)pentan-2-yl)carbamate (80 mg, 0.115 mmol, 64% yield) asbrown gummy solid. LCMS (ESI) rn/c 507.3 [(M+H), calcd for C26H33F3N403 507.21; LC/MS retention time (method B): tR = 1.06 mm.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BRONSON, Joanne J.; CHEN, Ling; DITTA, Jonathan L.; DZIERBA, Carolyn Diane; JALAGAM, Prasada Rao; LUO, Guanglin; MACOR, John E.; MAISHAL, Tarun Kumar; NARA, Susheel Jethanand; RAJAMANI, Ramkumar; SISTLA, Ramesh Kumar; THANGAVEL, Soodamani; (318 pag.)WO2017/59080; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some scientific research about 7781-10-4

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, its application will become more common.

Reference of 7781-10-4,Some common heterocyclic compound, 7781-10-4, name is 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C7H6ClN3, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A part of the resulted N-methylated compound (500 mg, 2.98 mmol) was dissolved in 5 ml abs. THF and cooled down to -78 C. Then 2M LDA (1.7 ml, 3.4 mmol) was added dropwise. The mixture was stirred at -78C for 1 hour, then iodide (757 mg, 2.98 mmol)was added. The solution was allowed to warm to r.t. and stirred for 22 hours, then 5 mlwater was added. Solid compound was formed and filtered off to give Preparation R2aj.HRMS calculated for C7H61N30: 274.9556; found 275.9634 [(M+H)+ form].1H-NMR(500 MHz, dmso-d6) oe ppm 11.97 (s, 1 H), 7.85 (s, 1 H), 6.79 (s, 1 H), 3.64 (s, 3H)13C-NMR(500 MHz, dmso-d6) oe ppm 157.3, 149.1, 144.2, 111.4, 110.3, 80.4, 33.2

Reference:
Patent; LES LABORATOIRES SERVIER; VERNALIS (R&D) LIMITED; KOTSCHY, Andras; WEBER, Csaba; VASAS, Attila; MOLNAR, Balazs; KISS, Arpad; MACIAS, Alba; MURRAY, James Brooke; LEWKOWICZ, Elodie; GENESTE, Olivier; CHANRION, Maia; DEMARLES, Didier; (105 pag.)WO2017/212012; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Continuously updated synthesis method about C7H6ClN3

The synthetic route of 7781-10-4 has been constantly updated, and we look forward to future research findings.

Under Ar(g), to a mixture of pyrazin-2-amine (1) (209mg, 2.2mmol), 4- chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine (2) (335mg, 2.0mmol), Cs2C03 (1.30g, 4.0mmol) was added degassed dry 1 ,4-dioxane (13mL). The reaction mixture was then flushed with Ar(g) for 1 min before Pd2(dba)3 (92mg, 0.1 mmol) and Xantphos (127mg, 0.22mmol) were added. The reaction mixture was heated up to 90C for 40h. It was then cooled down to rt. EtOAc (15mL), H20 (10mL) and brine (5mL) were added to the reaction mixture. The organic phase was separated and the aqueous phase was extracted with EtOAc (15mL). The organic layers were combined and Pd-scavenger (MP-TMT, ~400mg, 1.3mmol/g) was added. This was shaken for several hours followed by filtration. The filtrate was concentrated in vacuo, dissolved in DMSO (4ml_) and purified by basic prep LCMS to yield (3) as a solid (72mg, 16%).

The synthetic route of 7781-10-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KARUS THERAPEUTICS LIMITED; SHUTTLEWORTH, Stephen Joseph; GATLAND, Alice Elizabeth; FINNEMORE, Daniel John; ALEXANDER, Rikki Peter; SILVA, Franck; CECIL, Alexander; (233 pag.)WO2019/166824; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Extended knowledge of 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine

The synthetic route of 7781-10-4 has been constantly updated, and we look forward to future research findings.

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 7781-10-4, name is 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine

To a solution of 2,2,6,6-tetramethylpiperidine (92 uL, 0.54mmol) in THF (4 mL)at -10C, R-BuLi (338 uL, 1.6M in hexane, 0.54mmol) was added drop wise and thereaction mixture was stirred at -10C for 10 min. Compound 33 (60mg, 0.36mmol) [G. B.Evans et al. J. Ore. Chem.. 2001. 66.17. 5723-5730 and shown in the scheme 6] was addeddrop wise maintaining the temperature below -70C over a period of 15 min. Dried CC^-gaswas bubbled through the reaction mixture and stirred at room temperature overnight. Theprecipitate thus formed was collected by filtration and dried to afford the title compound275 (78mg, 100% yield) as a yellow solid. MS (m/z): 209.9 (RCOOH, M-H) (found).Step 2. 4-Chloro-A^^,7-trimethyl-7^-pyrrolo[2,3-cOpyrirnidine-6-carboxamide (276)

The synthetic route of 7781-10-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; METHYLGENE, INC.; WO2006/10264; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

New learning discoveries about C7H6ClN3

The synthetic route of 7781-10-4 has been constantly updated, and we look forward to future research findings.

Share a compound : 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine

Statistics shows that 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine is playing an increasingly important role. we look forward to future research findings about 7781-10-4.

Electric Literature of 7781-10-4, These common heterocyclic compound, 7781-10-4, name is 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Statistics shows that 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine is playing an increasingly important role. we look forward to future research findings about 7781-10-4.

Sources of common compounds: 7781-10-4

The synthetic route of 7781-10-4 has been constantly updated, and we look forward to future research findings.

7781-10-4, name is 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Product Details of 7781-10-4

Using General Procedure 3 to prepare Rlb and iodobenzene as reagents, 4-methoxy-7-phenyl-pyrrolo[2,3-d]pyrimidine (without hydrolysis) was obtained.The crude product (450 mg, 2 mmol) was dissolved in THF (18 ml), stirred at -78 C, then LDA solution (1.8 M, 1.7 ml, 3 mmol) was added. After stirring at -78 C for one hour, a solution of iodomethane (190 mul, 3 mmol) in THF (5 ml) was added and stirring was continued for 90 minutes. The reaction mixture was then diluted with brine (10 ml) and evaporated to Celite and purified by flash chromatography (hexane-EEO = 7-1).

The synthetic route of 7781-10-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LES LABORATOIRES SERVIER; VERNALIS (R&D) LTD; KOTSCHY, ANDRAS; WEBER, CSABA; VASAS, ATTILA; MOLNAR, BALAZS; KISS, ARPAD; MACIAS, ALBA; MURRAY, JAMES BROOKE; LEWKOWICZ, ELODIE; GENESTE, OLIVIER; CHANRION, MAIA; DEMARLES, DIDIER; IVANSCHITZ, LISA; (502 pag.)TW2018/2094; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 7781-10-4

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

To a mixture of tert-butyl (S)-2-amino-4-(((R)-2-methoxypropyl) (4-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl) butyl)amino) butanoate (149 mg, 344 mumol) and 4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine (48 mg, 286.40 mumol) in t-AmOH (3 mL) was added 2.0M t-BuONa in THF (286 muL, 572 mumol) and tBuXPhos-Pd-G3 (23 mg, 29 mumol) and the resulting mixture was heated to 100 C. for 15 h. The reaction mixture was cooled to rt and then concentrated in vacuo to give a (S)-tert-butyl 4-(((R)-2-methoxypropyl) (4-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl) butyl)amino)-2-((7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl) amino) butanoate intermediate, LCMS (ESI+): m/z=566.5 (M+H)+, which was used without further purification. Of the butanoate intermediate, 80 mg, 141 mumol, was taken up in DCM (1 mL) and TFA (400 muL) and the resulting mixture was stirred at rt for 6 h and then concentrated in vacuo. The crude residue was purified by chiral SFC to give a first fraction containing the title compound. LCMS (ESI+): m/z=510.3 (M+H)+. 1H NMR (400 MHz, Methanol-d4) delta ppm 8.18 (s, 1H) 7.19 (d, J=7.28 Hz, 1H) 7.08 (d, J=3.53 Hz, 1H) 6.59 (d, J=3.53 Hz, 1H) 6.40 (d, J=7.28 Hz, 1H) 4.61 (t, J=6.17 Hz, 1H) 3.76 (s, 4H) 3.34-3.40 (m, 3H) 3.33 (s, 3H) 3.22-3.29 (m, 1H) 2.99-3.19 (m, 4H) 2.69 (t, J=6.17 Hz, 2H) 2.58 (br s, 2H) 2.32-2.43 (m, 1H) 2.11-2.21 (m, 1H) 1.86 (dt, J=11.52, 6.04 Hz, 2H) 1.74 (br s, 4H) 1.16 (d, J=5.95 Hz, 3H).