1-(6-Bromopyridin-2-yl)pyrrolidin-3-ol → 5-[2,6-Difluoro-4-(1-hydroxy-1-methylethyl)phenyl]-2-{[6-(3-hydroxypyrrolidin-1-yl)pyridin-2-yl]amino}thiophene-3-carboxamide

HRID 385924Notes

Reaction equation

HRID 385924 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]=2[F:21])=[CH:5][C:6]=1[C:7]([NH2:9])=[O:8].Br[C:23]1[N:28]=[C:27]([N:29]2[CH2:33][CH2:32][CH:31]([OH:34])[CH2:30]2)[CH:26]=[CH:25][CH:24]=1>>[F:16][C:15]1[CH:14]=[C:13]([C:17]([OH:20])([CH3:18])[CH3:19])[CH:12]=[C:11]([F:21])[C:10]=1[C:4]1[S:3][C:2]([NH:1][C:23]2[CH:24]=[CH:25][CH:26]=[C:27]([N:29]3[CH2:33][CH2:32][CH:31]([OH:34])[CH2:30]3)[N:28]=2)=[C:6]([C:7]([NH2:9])=[O:8])[CH:5]=1

Participants

3

Reactant 2

HCID 219422981-(6-Bromopyridin-2-yl)pyrrolidin-3-olHCID 595256192-Amino-5-[2,6-difluoro-4-(1-hydroxy-1-methylethyl)phenyl]thiophene-3-carboxamide

Product 1

HCID 595261605-[2,6-Difluoro-4-(1-hydroxy-1-methylethyl)phenyl]-2-{[6-(3-hydroxypyrrolidin-1-yl)pyridin-2-yl]amino}thiophene-3-carboxamide

Procedure

The title compound was prepared according to the procedure described in Example 1 using 2-amino-5-[2,6-difluoro-4-(1-hydroxy-1-methylethyl)phenyl]thiophene-3-carboxamide (200 mg, 0.64 mmol) and 1-(6-bromopyridin-2-yl)pyrrolidin-3-ol (132 mg, 0.54 mmol) as the starting materials.

Sources & evidence

ORD record
ord-590bf84e50ee4317b0b87f7168954de3
Source dataset
uspto-grants-2013_02
Patent number
US08367706B2

Reaction notes

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