Category: 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.

1.40 g (8 [MMOL)] of 3-methoxycarbonyl-1 H-indole are added to 30 cm3 of dimethylformamide at a temperature in the region of [20C] under an argon atmosphere, and 0.32 g (10 [MMOL)] of sodium hydride are then added. The reaction mixture is stirred at a temperature in the region of [20C] for 1 hour, 1.35 g (8.05 [MMOL)] of 4-chloro-7- methyl-7H-pyrrolo [2,3-d] pyrimidine in 10 cm3 of dimethylformamide are then added, and the mixture is heated at a temperature in the region of [100C] for 16 hours. The reaction mixture is then cooled to a temperature in the region of [20C] and then poured into a mixture of 200 cm3 of ethyl acetate and 200 cm3 of water. The organic phase is separated out after the phases have settled, washed with twice 200 cm3 of water and then with 200 cm3 of saturated aqueous sodium chloride solution, and then dried over magnesium sulphate and concentrated to dryness under reduced pressure (2.7 kPa). The residue is purified by flash chromatography on silica gel [eluent : cyclohexane/ethyl acetate (80/20 by volume)]. After the fractions containing the expected product have been concentrated to dryness under reduced pressure (2.7 kPa), 1.35 g of 3- [METHOXYCARBONYL-1- (7-METHYL-7H-PYRROLO] [2,3-d] pyrimidin-4-yl)-1 H-indole are obtained in the form of an off-white solid. Mass spectrum [(EL)] : m/e 306 [(M+)] (base peak).

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

Reference:
Patent; AVENTIS PHARMA DEUTSCHLAND GMBH; WO2004/7479; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 7781-10-4, 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.

To 1.9 g (9.2 mmol) of methyl 1H-pyrrolo[2,3-b]pyridine-3-carboxylate in 50 cm3 ofdimethylsulfoxyde under argon atmosphere, were added 1.85 g (11.0 mmol) of 4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine , followed by 3.2 g (23.0 mmol) ofpotassium carbonate. The reaction mixture was heated at about 120C for 24 hours,upon which it was cooled to about 20C and treated with 200 cm3 of distilled water.The mixture was then treated with 300 cm3 and 150 cm3 of ethyl acetate and filteredon Celite. The aqueous phase was extracted with 150 cm3 of ethyl acetate. Thecombined organic extracts were dried on magnesium sulfate and concentrated todryness in vacuo (2.7 kPa). The residue was purified via column chromatography onsilica gel (0,04-0,06 mm), with dichloromethane/methanol 99:1 v/v as eluting solvent.Thus, 1.25 g of methyl 1-(7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrrolo[2,3-b]pyridine-3-carboxylate were obtained as a light-yellow crystalline powder, mp: 207C

The synthetic route of 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AVENTIS PHARMA DEUTSCHLAND GMBH; WO2004/111048; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

7781-10-4, 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.

Add N-bromosuccinimide (418 g, 2.35 mol) portionwise over 20 min at 15 C to a solution of 4-chloro-7-methyl-pyrrolo[2,3-d]pyrimidine (355 g, 2.12 mol) indichloromethane (3.19 L), and stir at 23 C for 3 h. After this time, filter, wash with H20 (5.32 L), and dry to give the title compound (448 g, 86%) as a white solid. ES/MS m/z (35C1,79Br) 245.9 (M+H).

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

Reference:
Patent; ELI LILLY AND COMPANY; CIFUENTES-GARCIA, Marta Maria; GARCIA-PAREDES, Maria Cristina; (34 pag.)WO2018/194885; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 7781-10-4, name is 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, This compound has unique chemical properties. The synthetic route is as follows., 7781-10-4

A portion of the compound obtained in Step 1 above (1.36 mmol) and lithium hydroxide monohydrate (571 mg, 13.62 mmol, 10 eq.) were treated at 110 C. in PDO-water (40 ml, 1:1). The v/v) mixture is stirred for 7-36 hours. The reaction mixture was neutralized with 1N aqueous HCl, and the resulting precipitate was filtered off, washed with water and dried.The preparation of R2b was achieved using general procedure 1 starting with the preparation of R1a and methyl iodide as the alkylating agent.

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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

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, 7781-10-4

General procedure: A typical procedure for the preparation of 3a:2-bromopropane (74 mg, 0.6 mmol) was added to a solution of 1a (92 mg, 0.6 mmol) and K2CO3 (110 mg, 0.8 mmol) in 5 mL DMF at 70 C. According to TLC the reaction went to completion after 4 h. The mixture was extracted with ethyl acetate (3 * 10 mL). The combined organic layers were washed with brine(10 mL), dried over anhydrous Na2SO4, filtered and concentrated to give the crude product 2a, which was added to a solution of amino-phenol(66 mg, 0.6 mmol) and Cs2CO3 (585 mg, 1.8 mmol) in 10 mL DMSO without further purification. After stirring for 6 h at 80 C, the mixture was cooled to room temperature and extracted with ethyl acetate (3 * 10 mL). The combined organic layers were washed with brine (10 mL), dried over anhydrous Na2SO4, filtered and concentrated to give the crude product, which was further purified by column chromatography(petroleum ether/ethyl acetate 2:1) to afford compound 3a as a brown solid(121 mg, 75% over two steps): 1H NMR (300 MHz, CDCl3) delta 8.44 (s, 1H), 7.16 (d, J = 3.6 Hz, 1H), 7.02 (d, J = 8.9 Hz, 2H), 6.73 (d, J = 8.9 Hz, 2H), 6.39 (d, J = 3.6 Hz, 1H), 5.11 (m, 1H), 3.70 (s, 2H), 1.51 (d, J = 6.8 Hz, 6H).; 13C NMR (100 MHz, d6-DMSO) delta 162.5, 151.5, 150.0, 146.3, 142.7, 124.5, 122.2, 114.3, 104.6, 98.0, 46.0, 22.3.; HRMS [M]+ calcd for C15H16N4O268.1324, found 268.1326. The purity of the compound was >98% by HPLC.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Liu, Yang; Fang, Jianping; Cai, Haiyan; Xiao, Fei; Ding, Kan; Hu, Youhong; Bioorganic and Medicinal Chemistry; vol. 20; 18; (2012); p. 5473 – 5482;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics