2-Amino-5-[2,6-difluoro-4-(1-hydroxy-1-methylethyl)phenyl]thiophene-3-carboxamide → tert-butyl[(1-{[6-({3-(aminocarbonyl)-5-[2,6-difluoro-4-(1-hydroxy-1-methylethyl)phenyl]-2-thienyl}amino)pyridin-2-yl]methyl}-1H-1,2,3-triazol-4-yl)methyl]carbamate

HRID 386045Notes

Reaction equation

HRID 386045 reaction equation
[C:1]([O:5][C:6](=[O:22])[NH:7][CH2:8][C:9]1[N:10]=[N:11][N:12]([CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[C:17](Br)[N:16]=2)[CH:13]=1)([CH3:4])([CH3:3])[CH3:2].[NH2:23][C:24]1[S:25][C:26]([C:32]2[C:37]([F:38])=[CH:36][C:35]([C:39]([OH:42])([CH3:41])[CH3:40])=[CH:34][C:33]=2[F:43])=[CH:27][C:28]=1[C:29]([NH2:31])=[O:30]>>[C:1]([O:5][C:6](=[O:22])[NH:7][CH2:8][C:9]1[N:10]=[N:11][N:12]([CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([NH:23][C:24]3[S:25][C:26]([C:32]4[C:33]([F:43])=[CH:34][C:35]([C:39]([OH:42])([CH3:40])[CH3:41])=[CH:36][C:37]=4[F:38])=[CH:27][C:28]=3[C:29]([NH2:31])=[O:30])[N:16]=2)[CH:13]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 595256192-Amino-5-[2,6-difluoro-4-(1-hydroxy-1-methylethyl)phenyl]thiophene-3-carboxamideHCID 59526311Tert-butyl({1-[(6-bromopyridin-2-yl)methyl]-1h-1,2,3-triazol-4-yl}methyl)carbamate

Product 1

HCID 59526113tert-butyl[(1-{[6-({3-(aminocarbonyl)-5-[2,6-difluoro-4-(1-hydroxy-1-methylethyl)phenyl]-2-thienyl}amino)pyridin-2-yl]methyl}-1H-1,2,3-triazol-4-yl)methyl]carbamate

Procedure

The title compound was prepared according to the procedure in Example 1 using tert-Butyl({1-[(6-bromopyridin-2-yl)methyl]-1H-1,2,3-triazol-4-yl}methyl)carbamate (147 mg, 0.40 mmol) and 2-amino-5-[2,6-difluoro-4-(1-hydroxy-1-methylethyl)phenyl]thiophene-3-carboxamide (125 mg, 0.40 mmol) as the starting materials.

Sources & evidence

ORD record
ord-f3145fded20248a79d519f807747fd98
Source dataset
uspto-grants-2013_02
Patent number
US08367706B2

Reaction notes

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