5-fluoro-1-(3-fluorobenzyl)-1H-indole-2-carboxylic acid → N-(2-Hydroxymethyl-3-methyl-3H-imidazo[4,5-b]pyrid-6-yl)-5-fluoro-1-[(3-fluoro-phenyl)methyl]-1H-indole-2-carboxamide

HRID 1911239Notes

Reaction equation

HRID 1911239 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[N:10]=[C:9]([CH2:11][OH:12])[N:8]([CH3:13])[C:5]2=[N:6][CH:7]=1.[F:14][C:15]1[CH:16]=[C:17]2[C:21](=[CH:22][CH:23]=1)[N:20]([CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[C:27]([F:31])[CH:26]=1)[C:19]([C:32](O)=[O:33])=[CH:18]2>>[OH:12][CH2:11][C:9]1[N:8]([CH3:13])[C:5]2=[N:6][CH:7]=[C:2]([NH:1][C:32]([C:19]3[N:20]([CH2:24][C:25]4[CH:30]=[CH:29][CH:28]=[C:27]([F:31])[CH:26]=4)[C:21]4[C:17]([CH:18]=3)=[CH:16][C:15]([F:14])=[CH:23][CH:22]=4)=[O:33])[CH:3]=[C:4]2[N:10]=1

Participants

3

Reactant 2

HCID 574315135-fluoro-1-(3-fluorobenzyl)-1H-indole-2-carboxylic acidHCID 66888727(6-Amino-3-methyl-3H-imidazo[4,5-b]pyridin-2-yl)methanol

Product 1

HCID 66889444N-(2-Hydroxymethyl-3-methyl-3H-imidazo[4,5-b]pyrid-6-yl)-5-fluoro-1-[(3-fluoro-phenyl)methyl]-1H-indole-2-carboxamide

Procedure

Compound 6 is synthesized according to a process similar to that described in Example 1.2, starting with 6-amino-2-hydroxymethyl-3-methyl-3H-imidazo[4,5-b]-pyridine described in the preceding step and 5-fluoro-1-[(3-fluorophenyl)methyl]-1H-indole-2-carboxylic acid described in step 1.1.

Sources & evidence

ORD record
ord-78945f9c6d9f4824bb5ee7ab93461f71
Source dataset
uspto-grants-2013_12
Patent number
US08604050B2

Reaction notes

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