2-Amino-5-[2-fluoro-4-(1-hydroxy-1-methylethyl)phenyl]thiophene-3-carboxamide → 5-[2-Fluoro-4-(1-hydroxy-1-methylethyl)phenyl]-2-{[5-(hydroxymethyl)-6-(morpholin-4-ylmethyl)pyridin-2-yl]amino}thiophene-3-carboxamide

HRID 385954Notes

Reaction equation

HRID 385954 reaction equation
Cl[C:2]1[N:7]=[C:6]([CH2:8][N:9]2[CH2:14][CH2:13][O:12][CH2:11][CH2:10]2)[C:5]([CH2:15][OH:16])=[CH:4][CH:3]=1.[NH2:17][C:18]1[S:19][C:20]([C:26]2[CH:31]=[CH:30][C:29]([C:32]([OH:35])([CH3:34])[CH3:33])=[CH:28][C:27]=2[F:36])=[CH:21][C:22]=1[C:23]([NH2:25])=[O:24]>>[F:36][C:27]1[CH:28]=[C:29]([C:32]([OH:35])([CH3:33])[CH3:34])[CH:30]=[CH:31][C:26]=1[C:20]1[S:19][C:18]([NH:17][C:2]2[CH:3]=[CH:4][C:5]([CH2:15][OH:16])=[C:6]([CH2:8][N:9]3[CH2:14][CH2:13][O:12][CH2:11][CH2:10]3)[N:7]=2)=[C:22]([C:23]([NH2:25])=[O:24])[CH:21]=1

Participants

3

Reactant 2

HCID 582166382-Amino-5-[2-fluoro-4-(1-hydroxy-1-methylethyl)phenyl]thiophene-3-carboxamideHCID 59525665[6-Chloro-2-(morpholin-4-ylmethyl)pyridin-3-yl]methanol

Product 1

HCID 595258645-[2-Fluoro-4-(1-hydroxy-1-methylethyl)phenyl]-2-{[5-(hydroxymethyl)-6-(morpholin-4-ylmethyl)pyridin-2-yl]amino}thiophene-3-carboxamide

Procedure

The title compound was prepared according to the procedure described in Example 1 using [6-chloro-2-(morpholin-4-ylmethyl)pyridin-3-yl]methanol (66.0 mg, 0.27 mmol) and 2-amino-5-[2-fluoro-4-(1-hydroxy-1-methylethyl)phenyl]thiophene-3-carboxamide (80 mg, 0.27 mmol) as the starting materials.

Sources & evidence

ORD record
ord-d4afe443f061405cba5bb0dcf6baf518
Source dataset
uspto-grants-2013_02
Patent number
US08367706B2

Reaction notes

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