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

HRID 386037Notes

Reaction equation

HRID 386037 reaction equation
Br[C:2]1[N:7]=[C:6]([CH2:8][N:9]2[CH2:14][CH2:13][P:12](=[O:16])([CH3:15])[CH2:11][CH2:10]2)[CH:5]=[CH:4][CH: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]>>[F:37][C:27]1[CH:28]=[C:29]([C:33]([OH:36])([CH3:35])[CH3:34])[CH:30]=[C:31]([F:32])[C:26]=1[C:20]1[S:19][C:18]([NH:17][C:2]2[CH:3]=[CH:4][CH:5]=[C:6]([CH2:8][N:9]3[CH2:14][CH2:13][P:12]([CH3:15])(=[O:16])[CH2:11][CH2:10]3)[N:7]=2)=[C:22]([C:23]([NH2:25])=[O:24])[CH:21]=1

Participants

3

Reactant 2

HCID 595256192-Amino-5-[2,6-difluoro-4-(1-hydroxy-1-methylethyl)phenyl]thiophene-3-carboxamideHCID 595256551-[(6-Bromopyridin-2-yl)methyl]-4-methyl-1,4-azaphosphinane 4-oxide

Product 1

HCID 595258365-[2,6-Difluoro-4-(1-hydroxy-1-methylethyl)phenyl]-2-({6-[(4-methyl-4-oxido-1,4-azaphosphinan-1-yl)methyl]pyridin-2-yl}amino)thiophene-3-carboxamide

Procedure

The title compound was synthesized from 1-[(6-bromopyridin-2-yl)methyl]-4-methyl-1,4-azaphosphinane 4-oxide (121 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) according to the general procedure in Example 1.

Sources & evidence

ORD record
ord-b2a68c9b83d34b5297d842dc6eb71f9b
Source dataset
uspto-grants-2013_02
Patent number
US08367706B2

Reaction notes

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