2-Amino-5-[2-fluoro-4-(1-hydroxy-1-methylethyl)phenyl]thiophene-3-carboxamide → 2-[(6-{[(1,3-Dimethyl-1H-pyrazol-5-yl)methoxy]methyl}pyridin-2-yl)amino]-5-[2-fluoro-4-(1-hydroxy-1-methylethyl)phenyl]thiophene-3-carboxamide

HRID 385866Notes

Reaction equation

HRID 385866 reaction equation
[NH2:1][C:2]1[S:3][C:4]([C:10]2[CH:15]=[CH:14][C:13]([C:16]([OH:19])([CH3:18])[CH3:17])=[CH:12][C:11]=2[F:20])=[CH:5][C:6]=1[C:7]([NH2:9])=[O:8].Br[C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([CH2:28][O:29][CH2:30][C:31]2[N:35]([CH3:36])[N:34]=[C:33]([CH3:37])[CH:32]=2)[N:23]=1>>[CH3:36][N:35]1[C:31]([CH2:30][O:29][CH2:28][C:24]2[N:23]=[C:22]([NH:1][C:2]3[S:3][C:4]([C:10]4[CH:15]=[CH:14][C:13]([C:16]([OH:19])([CH3:17])[CH3:18])=[CH:12][C:11]=4[F:20])=[CH:5][C:6]=3[C:7]([NH2:9])=[O:8])[CH:27]=[CH:26][CH:25]=2)=[CH:32][C:33]([CH3:37])=[N:34]1

Participants

3

Reactant 2

HCID 582166382-Amino-5-[2-fluoro-4-(1-hydroxy-1-methylethyl)phenyl]thiophene-3-carboxamideHCID 595264002-Bromo-6-{[(1,3-dimethyl-1H-pyrazol-5-yl)methoxy]methyl}pyridine

Product 1

HCID 595258322-[(6-{[(1,3-Dimethyl-1H-pyrazol-5-yl)methoxy]methyl}pyridin-2-yl)amino]-5-[2-fluoro-4-(1-hydroxy-1-methylethyl)phenyl]thiophene-3-carboxamide

Procedure

The title compound was prepared as described Example 1 using 2-amino-5-[2-fluoro-4-(1-hydroxy-1-methylethyl)phenyl]thiophene-3-carboxamide (200 mg, 0.68 mmol) and 2-bromo-6-{[(1,3-dimethyl-1H-pyrazol-5-yl)methoxy]methyl}pyridine (205 mg, 0.68 mmol) as starting materials.

Sources & evidence

ORD record
ord-d891b5a5e5374449bf82016b5b7b656a
Source dataset
uspto-grants-2013_02
Patent number
US08367706B2

Reaction notes

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