(1h-Pyrrolo[2,3-b]pyridin-4-yl)methanamine dihydrochloride → 2-[(1H-Pyrrolo[2,3-b]pyridin-4-ylmethyl)amino]-N-{4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl}nicotinamide

HRID 888143Notes

Reaction equation

HRID 888143 reaction equation
F[C:2]1[N:26]=[CH:25][CH:24]=[CH:23][C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]([OH:22])([C:18]([F:21])([F:20])[F:19])[C:14]([F:17])([F:16])[F:15])=[CH:9][CH:8]=1)=[O:5].Cl.Cl.[NH:29]1[C:33]2=[N:34][CH:35]=[CH:36][C:37]([CH2:38][NH2:39])=[C:32]2[CH:31]=[CH:30]1>>[NH:29]1[C:33]2=[N:34][CH:35]=[CH:36][C:37]([CH2:38][NH:39][C:2]3[N:26]=[CH:25][CH:24]=[CH:23][C:3]=3[C:4]([NH:6][C:7]3[CH:12]=[CH:11][C:10]([C:13]([OH:22])([C:14]([F:17])([F:15])[F:16])[C:18]([F:19])([F:20])[F:21])=[CH:9][CH:8]=3)=[O:5])=[C:32]2[CH:31]=[CH:30]1

Participants

3

Reactant 2

HCID 69263704(1h-Pyrrolo[2,3-b]pyridin-4-yl)methanamine dihydrochlorideHCID 866142132-fluoro-N-[4-(2,2,2-trifluoro-1-hydroxy-1-trifluoromethyl-ethyl)-phenyl]-nicotinamide

Product 1

HCID 162250032-[(1H-Pyrrolo[2,3-b]pyridin-4-ylmethyl)amino]-N-{4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl}nicotinamide

Procedure

The titled compound was prepared from 2-fluoro-N-[4-(2,2,2-trifluoro-1-hydroxy-1-trifluoromethyl-ethyl)-phenyl]-nicotinamide and C-(1H-pyrrolo[2,3-b]pyridin-4-yl)-methylamine dihydrochloride by the method described in Step A of Example 1. MS (ES+): 510 (M+H). Calc'd. for C23H17F6N5O2—509.41.

Sources & evidence

ORD record
ord-bc59fdd0f1be48a2a7fb80ccd6eb1671
Source dataset
uspto-grants-2012_08
Patent number
US08247556B2

Reaction notes

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