2-Amino-5-[2,6-difluoro-4-(1-hydroxy-1-methylethyl)phenyl]thiophene-3-carboxamide → 5-[2-Fluoro-4-(1-hydroxy-1-methylethyl)phenyl]-2-[(6-{[(4R)-4-hydroxy-2-oxopyrrolidin-1-yl]methyl}pyridin-2-yl)amino]thiophene-3-carboxamide

HRID 385841Notes

Reaction equation

HRID 385841 reaction equation
[NH2:1][C:2]1[S:3][C:4]([C:10]2[C:15]([F:16])=[CH:14][C:13]([C:17]([OH:20])([CH3:19])[CH3:18])=[CH:12][C:11]=2F)=[CH:5][C:6]=1[C:7]([NH2:9])=[O:8].Br[C:23]1[N:28]=[C:27]([CH2:29][N:30]2[CH2:34][C@H:33]([OH:35])[CH2:32][C:31]2=[O:36])[CH:26]=[CH:25][CH:24]=1>>[F:16][C:15]1[CH:14]=[C:13]([C:17]([OH:20])([CH3:19])[CH3:18])[CH:12]=[CH:11][C:10]=1[C:4]1[S:3][C:2]([NH:1][C:23]2[CH:24]=[CH:25][CH:26]=[C:27]([CH2:29][N:30]3[CH2:34][C@H:33]([OH:35])[CH2:32][C:31]3=[O:36])[N:28]=2)=[C:6]([C:7]([NH2:9])=[O:8])[CH:5]=1

Participants

3

Reactant 2

HCID 595256192-Amino-5-[2,6-difluoro-4-(1-hydroxy-1-methylethyl)phenyl]thiophene-3-carboxamideHCID 59526275(4R)-1-[(6-bromopyridin-2-yl)methyl]-4-hydroxypyrrolidin-2-one

Product 1

HCID 595260595-[2-Fluoro-4-(1-hydroxy-1-methylethyl)phenyl]-2-[(6-{[(4R)-4-hydroxy-2-oxopyrrolidin-1-yl]methyl}pyridin-2-yl)amino]thiophene-3-carboxamide

Procedure

The title compound was prepared as described in Example 1 using 2-amino-5-[2,6-difluoro-4-(1-hydroxy-1-methylethyl)phenyl]thiophene-3-carboxamide (0.16 g, 0.54 mmol) and (4R)-1-[(6-bromopyridin-2-yl)methyl]-4-hydroxypyrrolidin-2-one (0.14 g, 0.53 mmol) as the starting materials.

Sources & evidence

ORD record
ord-11a7592739d34c7bb7f0146232f0f44a
Source dataset
uspto-grants-2013_02
Patent number
US08367706B2

Reaction notes

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