5-(Aminomethyl)-1-methylpyrrolidin-2-one → 5-[2-Fluoro-4-(1-hydroxy-1-methylethyl)phenyl]-2-{[6-({[(1-methyl-5-oxopyrrolidin-2-yl)methyl]amino}methyl)pyridin-2-yl]amino}thiophene-3-carboxamide

HRID 385784Notes

Reaction equation

HRID 385784 reaction equation
[NH2:1][CH2:2][CH:3]1[N:7]([CH3:8])[C:6](=[O:9])[CH2:5][CH2:4]1.[F:10][C:11]1[CH:16]=[C:15]([C:17]([OH:20])([CH3:19])[CH3:18])[CH:14]=[CH:13][C:12]=1[C:21]1[S:25][C:24]([NH:26][C:27]2[CH:32]=[CH:31][CH:30]=[C:29]([CH:33]=O)[N:28]=2)=[C:23]([C:35]([NH2:37])=[O:36])[CH:22]=1>>[F:10][C:11]1[CH:16]=[C:15]([C:17]([OH:20])([CH3:18])[CH3:19])[CH:14]=[CH:13][C:12]=1[C:21]1[S:25][C:24]([NH:26][C:27]2[CH:32]=[CH:31][CH:30]=[C:29]([CH2:33][NH:1][CH2:2][CH:3]3[CH2:4][CH2:5][C:6](=[O:9])[N:7]3[CH3:8])[N:28]=2)=[C:23]([C:35]([NH2:37])=[O:36])[CH:22]=1

Participants

3

Reactant 2

HCID 227245605-(Aminomethyl)-1-methylpyrrolidin-2-oneHCID 595261585-(2-Fluoro-4-(1-hydroxy-1-methylethyl)phenyl)-2-((6-formyl-2-pyridinyl)amino)-3-thiophenecarboxamide

Product 1

HCID 595259525-[2-Fluoro-4-(1-hydroxy-1-methylethyl)phenyl]-2-{[6-({[(1-methyl-5-oxopyrrolidin-2-yl)methyl]amino}methyl)pyridin-2-yl]amino}thiophene-3-carboxamide

Procedure

The title compound was prepared as described in Example 106, Step 2 using the oxalate salt of 5-(aminomethyl)-1-methylpyrrolidin-2-one (21 mg, 0.096 mmol) and 5-[2-fluoro-4-(1-hydroxy-1-methylethyl)phenyl]-2-[(6-formylpyridin-2-yl)amino]thiophene-3-carboxamide (39 mg, 0.096 mmol) as starting materials.

Sources & evidence

ORD record
ord-9a31da31454042d697b9dd565d0e4575
Source dataset
uspto-grants-2013_02
Patent number
US08367706B2

Reaction notes

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