Category: 5719-08-4

Reference of 5719-08-4, 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. 5719-08-4, name is 4-Chloro-9H-pyrimido[4,5-b]indole belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 8/V-methyl-4-(4-morpholinyl)-3-(1 H-pyrimido[4,5-6]indol-4-ylamino)bentrifluoroacetate?TFA4-Chloro-1 H-pyrimido[4,5-6]indole (0.080 g, 0.393 mmol), 3-amino-/v-methyl-4-(4- morpholinyl)benzenesulfonamide (0.128 g, 0.471 mmol), silver tnfluoromethanesulfonate (0.151 g, 0.589 mmol) and A/-Methyl-2-pyrrolidone (NMP) (1.0 mL) were combined in a microwave vessel and heated in the microwave at 180 C for 40 minutes. The reaction was filtered and purified via reverse phase HPLC (Waters Sunfire, 30x100mm column, 26-60% Acetonitrile/Water with 0.1 % TFA) to afford A/-methyl-4-(4-morpholinyl)-3-(1 H- pyrimido[4,5-6]indol-4-ylamino)benzenesulfonamide (0.049 g, 28% yield).

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-9H-pyrimido[4,5-b]indole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE LLC; HAMMOND, Marlys; ZHAO, Yongdong; WO2011/56739; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 5719-08-4, 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. 5719-08-4, name is 4-Chloro-9H-pyrimido[4,5-b]indole belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 8/V-methyl-4-(4-morpholinyl)-3-(1 H-pyrimido[4,5-6]indol-4-ylamino)bentrifluoroacetate?TFA4-Chloro-1 H-pyrimido[4,5-6]indole (0.080 g, 0.393 mmol), 3-amino-/v-methyl-4-(4- morpholinyl)benzenesulfonamide (0.128 g, 0.471 mmol), silver tnfluoromethanesulfonate (0.151 g, 0.589 mmol) and A/-Methyl-2-pyrrolidone (NMP) (1.0 mL) were combined in a microwave vessel and heated in the microwave at 180 C for 40 minutes. The reaction was filtered and purified via reverse phase HPLC (Waters Sunfire, 30x100mm column, 26-60% Acetonitrile/Water with 0.1 % TFA) to afford A/-methyl-4-(4-morpholinyl)-3-(1 H- pyrimido[4,5-6]indol-4-ylamino)benzenesulfonamide (0.049 g, 28% yield).

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-9H-pyrimido[4,5-b]indole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE LLC; HAMMOND, Marlys; ZHAO, Yongdong; WO2011/56739; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 5719-08-4, These common heterocyclic compound, 5719-08-4, name is 4-Chloro-9H-pyrimido[4,5-b]indole, 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.

General procedure: To a 100 mL round bottom flask were added appropriate 4-chloro-pyrimido[4,5-b]indole 11 or 12 (1 equivalent), 4-methoxy-N-methylaniline (4 equivalents), conc. HCl (2 drops), and BuOH (25 mL). The reaction mixture was heated to reflux for 72 h. After cooling to rt, silica gel (500 mg) was added, and BuOH was removed under reduced pressure to afford a silica gel plug. The plug was transferred on top of a column packed with silica gel, 20 times the weight of plug, and was eluted with 0.5% and 1% MeOH in CHCl3. Fractions containing the product (TLC) were pooled, and the solvent was evaporated to afford target compounds 2 or 3.

Statistics shows that 4-Chloro-9H-pyrimido[4,5-b]indole is playing an increasingly important role. we look forward to future research findings about 5719-08-4.

Reference:
Article; Devambatla, Ravi Kumar Vyas; Li, Wei; Zaware, Nilesh; Choudhary, Shruti; Hamel, Ernest; Mooberry, Susan L.; Gangjee, Aleem; Bioorganic and Medicinal Chemistry Letters; vol. 27; 15; (2017); p. 3423 – 3430;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 5719-08-4, name is 4-Chloro-9H-pyrimido[4,5-b]indole belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C10H6ClN3

3.9. 4,6-Dichloro-9-(2,3,5-tri-O-benzoyl-b-D-ribofuranosyl)-pyrimido[4,5-b]indole (13) : Pyrimidoindole 11 (200 mg, 0.84 mmol) was suspended in acetonitrile (5 ml) and BSA (206 ll, 0.84 mmol) was added. Reaction mixture was stirred for 10 min at rt., TMSOTf (308 ll, 1.68 mmol) and protected ribofuranose (430 mg, 0.84 mmol) were added. Mixture was heated to 60 C for 8 h. After cooling to rt, the mixture was extracted with EtOAc and water, organic layer was washed with NaHCO3 and again with water, dried over MgSO4 and evaporated under reduced pressure. Crude product was purified using column chromatography (hexane/EtOAc, 0-40% EtOAc). After crystallization from chloroform/methanol mixture, nucleoside 13 (572 mg, 54%) was observed as white crystals; 3.10 4-Chloro-9-(2,3,5-tri-O-benzoyl-beta-d-ribofuranosyl)-pyrimido[4,5-b]indole (14) : Compound 14 was prepared as described for 13 from pyrimidoindole 12 (300 mg, 1.5 mmol) to give 440 mg (46%) of white crystals; mp 178-182 C, IR (ATR): nu = 2360, 2336, 1718, 1546, 1442, 1261, 1090, 1068, 704 cm-1. H NMR (600.1 MHz, DMSO-d6): 4.69 (dd, 1H, Jgem = 12.4, J5’b,4′ = 4.2, H-5’b); 4.85 (dd, 1H, Jgem = 12.4, J5’a,4′ = 3.2, H-5’a); 4.91 (ddd, 1H, J4′,3′ = 6.6, J4′,5′ = 4.2, 3.2, H-4′); 6.36 (t, 1H, J3′,2′ = J3′,4′ = 6.6, H-3′); 6.61 (dd, 1H, J2′,3′ = 6.6, J2′,1′ = 4.6, H-2′); 7.03 (d, 1H, J1′,2′ = 4.6, H-1′); 7.41 (m, 2H, H-m-Bz-2′); 7.50 (m, 4H, H-m-Bz-3′,5′); 7.51 (ddd, 1H, J6,5 = 7.8, J6,7 = 7.3, J6,8 = 1.0, H-6); 7.57 (ddd, 1H, J7,8 = 8.4, J7,6 = 7.3, J7,5 = 1.3, H-7); 7.62 (m, 1H, H-p-Bz-2′); 7.68 (m, 2H, H-p-Bz-3′,5′); 7.84 (m, 2H, H-o-Bz-2′); 7.93 (m, 2H, H-o-Bz-5′); 7.99 (m, 2H, H-o-Bz-3′); 8.10 (ddd, 1H, J8,7 = 8.4, J8,6 = 1.0, J8,5 = 0.7, H-8); 8.35 (ddd, 1H, J5,6 = 7.8, J5,7 = 1.3, J5,8 = 0.7, H-5); 8.78 (s, 1H, H-2). 13C NMR (150.9 MHz, DMSO-d6): 63.1 (CH2-5′); 70.3 (CH-3′); 72.2 (CH-2′); 78.8 (CH-4′); 86.2 (CH-1′); 112.1 (CH-8); 112.4 (C-4a); 118.0 (C-4b); 122.9 (CH-5); 123.3 (CH-6); 128.6, 128.8 (C-i-Bz); 128.9 (CH-m-Bz); 129.0 (CH-7); 129.3 (CH-o-Bz-5′); 129.4 (C-i-Bz); 129.5 (CH-o-Bz-2′); 129.6 (CH-o-Bz-3′); 133.8, 134.1 (CH-p-Bz); 138.4 (C-8a); 152.1 (C-4); 154.0 (C-2-furyl); 154.0 (CH-2); 155.3 (C-9a); 164.8 (COPh-2′); 165.0 (COPh-3′); 165.5 (COPh-5′). ESI MS m/z (rel.%): 670 (100) [M+Na], 672 (33) [M+2+Na]. HR MS (ESI) for C36H27ClN3O7 [M+H]: calcd 648.15320; found 648.15318.

The synthetic route of 5719-08-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Tichy, Michal; Pohl, Radek; Hocek, Michal; Xu, Hao Ying; Chen, Yen-Liang; Yokokawa, Fumiaki; Shi, Pei-Yong; Bioorganic and medicinal chemistry; vol. 20; 20; (2012); p. 6123 – 6133,11;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics