4-(6-Chloro-2-methylpyridin-3-yl)-2-methylbut-3-yn-2-ol → 5-[2,6-Difluoro-4-(1-hydroxy-1-methylethyl)phenyl]-2-{[5-(3-hydroxy-3-methylbut-1-yn-1-yl)-6-methylpyridin-2-yl]amino}thiophene-3-carboxamide

HRID 386032Notes

Reaction equation

HRID 386032 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].Cl[C:23]1[N:28]=[C:27]([CH3:29])[C:26]([C:30]#[C:31][C:32]([CH3:35])([OH:34])[CH3:33])=[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][C:26]([C:30]#[C:31][C:32]([OH:34])([CH3:33])[CH3:35])=[C:27]([CH3:29])[N:28]=2)=[C:6]([C:7]([NH2:9])=[O:8])[CH:5]=1

Participants

3

Reactant 2

HCID 595255924-(6-Chloro-2-methylpyridin-3-yl)-2-methylbut-3-yn-2-olHCID 595256192-Amino-5-[2,6-difluoro-4-(1-hydroxy-1-methylethyl)phenyl]thiophene-3-carboxamide

Product 1

HCID 595261515-[2,6-Difluoro-4-(1-hydroxy-1-methylethyl)phenyl]-2-{[5-(3-hydroxy-3-methylbut-1-yn-1-yl)-6-methylpyridin-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 (100 mg, 0.32 mmol) and 4-(6-chloro-2-methylpyridin-3-yl)-2-methylbut-3-yn-2-ol (67 mg, 0.32 mmol) as starting materials.

Sources & evidence

ORD record
ord-dfd2674296c043488e93f8cc057e882f
Source dataset
uspto-grants-2013_02
Patent number
US08367706B2

Reaction notes

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