2-Amino-5-[4-(1-hydroxy-1-methylethyl)phenyl]thiophene-3-carboxamide → tert-Butyl 4-[[6-({3-(aminocarbonyl)-5-[4-(1-hydroxy-1-methylethyl)phenyl]-2-thienyl}amino)pyridin-2-yl](hydroxy)methyl]piperidine-1-carboxylate

HRID 385804Notes

Reaction equation

HRID 385804 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][CH:11]=2)=[CH:5][C:6]=1[C:7]([NH2:9])=[O:8].Br[C:21]1[N:26]=[C:25]([CH:27]([OH:41])[CH:28]2[CH2:33][CH2:32][N:31]([C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35])[CH2:30][CH2:29]2)[CH:24]=[CH:23][CH:22]=1>>[NH2:9][C:7]([C:6]1[CH:5]=[C:4]([C:10]2[CH:15]=[CH:14][C:13]([C:16]([OH:19])([CH3:17])[CH3:18])=[CH:12][CH:11]=2)[S:3][C:2]=1[NH:1][C:21]1[N:26]=[C:25]([CH:27]([OH:41])[CH:28]2[CH2:29][CH2:30][N:31]([C:34]([O:36][C:37]([CH3:39])([CH3:38])[CH3:40])=[O:35])[CH2:32][CH2:33]2)[CH:24]=[CH:23][CH:22]=1)=[O:8]

Participants

3

Reactant 2

HCID 595262122-Amino-5-[4-(1-hydroxy-1-methylethyl)phenyl]thiophene-3-carboxamideHCID 86646265Tert-butyl 4-[(6-bromopyridin-2-yl)(hydroxy)methyl]piperidine-1-carboxylate

Product 1

HCID 59526150tert-Butyl 4-[[6-({3-(aminocarbonyl)-5-[4-(1-hydroxy-1-methylethyl)phenyl]-2-thienyl}amino)pyridin-2-yl](hydroxy)methyl]piperidine-1-carboxylate

Procedure

The title compound was prepared as described in Example 1 with 2-amino-5-[4-(1-hydroxy-1-methylethyl)phenyl]thiophene-3-carboxamide (0.20 g, 0.73 mmol) and tert-butyl 4-[(6-bromopyridin-2-yl)(hydroxy)methyl]piperidine-1-carboxylate (0.27 g, 0.71 mmol) as the starting materials.

Sources & evidence

ORD record
ord-f6fb01556d9145f38e96c02df2d93c77
Source dataset
uspto-grants-2013_02
Patent number
US08367706B2

Reaction notes

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