1,1'-Carbonyldiimidazole → HCID 57474742, compound

HRID 2428021Notes

Reaction equation

HRID 2428021 reaction equation
C[O:2][C:3]([C:5]1[N:13]=[C:12]([N:14]2[C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=3[N:16]=[CH:15]2)[N:11]=[C:10]2[C:6]=1[NH:7][C:8](=[O:31])[N:9]2[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[O:29][CH3:30])=O.[NH2:32]C1C(C(OC)=O)=NC(N2C3C=CC=CC=3N=C2)=NC=1NC1C=CC=CC=1OC.C(N1C=CN=C1)(N1C=CN=C1)=O>ClCCl>[N:14]1([C:12]2[N:11]=[C:10]3[C:6]([NH:7][C:8](=[O:31])[N:9]3[C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[O:29][CH3:30])=[C:5]([C:3]([NH2:32])=[O:2])[N:13]=2)[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[N:16]=[CH:15]1

Participants

5

Reactant 3

HCID 682631,1'-CarbonyldiimidazoleHCID 57474741HCID 57474741, compoundHCID 68961992HCID 68961992, compound

Product 1

HCID 57474742HCID 57474742, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Methyl-2-(1H-benzo[d]imidazol-1-yl)-9-(2-methoxyphenyl)-8-oxo-8,9-dihydro-7H-purine-6-carboxylate. A solution of methyl 5-amino-2-(1H-benzo[d]imidazol-1-yl)-6-(2-methoxyphenylamino)pyrimidine-4-carboxylate (0.300 g, 0.769 mmol), 1,1′-carbonyldiimidazole (0.311 g, 1.922 mmol), and dichloromethane (10 mL) was reacted as described in General Procedure F. The reaction mixture was filtered to give the titled compound as white solid (0.200 g, 62%). 1H NMR (300 MHz, DMSO-d6) δ 8.78 (s, 1H), 8.44-8.41 (m, 1H), 7.76-7.73 (m, 1H), 7.64-7.55 (m, 2H), 7.38-7.29 (m, 3H), 6.22-7.16 (m, 1H), 4.02 (s, 3H), 3.79 (s, 3H); MS (ESI) m/z 417.5 [M+1]+.

Workup

  1. filtrationThe reaction mixture was filtered

Sources & evidence

ORD record
ord-7dac2d32d4ca47349dd03fc96f66a347
Source dataset
uspto-grants-2011_06
Patent number
US07968556B2

Reaction notes

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