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

HRID 386082Notes

Reaction equation

HRID 386082 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8][C:9]2[O:10][C:11]([CH:14]3[CH2:16][CH2:15]3)=[N:12][N:13]=2)[N:3]=1.[NH2:17][C:18]1[S:19][C:20]([C:26]2[C:31]([F:32])=[CH:30][C:29]([C:33]([OH:36])([CH3:35])[CH3:34])=[CH:28][C:27]=2[F:37])=[CH:21][C:22]=1[C:23]([NH2:25])=[O:24]>>[CH:14]1([C:11]2[O:10][C:9]([CH2:8][C:4]3[N:3]=[C:2]([NH:17][C:18]4[S:19][C:20]([C:26]5[C:27]([F:37])=[CH:28][C:29]([C:33]([OH:36])([CH3:34])[CH3:35])=[CH:30][C:31]=5[F:32])=[CH:21][C:22]=4[C:23]([NH2:25])=[O:24])[CH:7]=[CH:6][CH:5]=3)=[N:13][N:12]=2)[CH2:16][CH2:15]1

Participants

3

Reactant 2

HCID 595256192-Amino-5-[2,6-difluoro-4-(1-hydroxy-1-methylethyl)phenyl]thiophene-3-carboxamideHCID 595261632-Bromo-6-[(5-cyclopropyl-1,3,4-oxadiazol-2-yl)methyl]pyridine

Product 1

HCID 595255772-({6-[(5-Cyclopropyl-1,3,4-oxadiazol-2-yl)methyl]pyridin-2-yl}amino)-5-[2,6-difluoro-4-(1-hydroxy-1-methylethyl)phenyl]thiophene-3-carboxamide

Procedure

The title compound was synthesized from 2-bromo-6-[(5-cyclopropyl-1,3,4-oxadiazol-2-yl)methyl]pyridine (94 mg, 0.34 mmol) and 2-amino-5-[2,6-difluoro-4-(1-hydroxy-1-methylethyl)phenyl]thiophene-3-carboxamide (110 mg, 0.35 mmol) according to the general procedure in Example 1.

Sources & evidence

ORD record
ord-c94c4194bed24684acd7a59bf84e5917
Source dataset
uspto-grants-2013_02
Patent number
US08367706B2

Reaction notes

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