4-(Benzylamino)but-3-en-2-one → N-[3-(3-acetyl-1-benzyl-4H-pyridin-4-yl)propyl]-3,4-dimethoxy-N-phenyl-benzamide

HRID 2207150Notes

Reaction equation

HRID 2207150 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:22]=[CH:23][C:24]=1[O:25][CH3:26])[C:6]([N:8]([CH2:15][CH2:16][CH2:17]/[CH:18]=[CH:19]/[CH:20]=O)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:7].[CH2:27]([NH:34][CH:35]=[CH:36][C:37](=[O:39])[CH3:38])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>>[C:37]([C:36]1[CH:18]([CH2:17][CH2:16][CH2:15][N:8]([C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:6](=[O:7])[C:5]2[CH:22]=[CH:23][C:24]([O:25][CH3:26])=[C:3]([O:2][CH3:1])[CH:4]=2)[CH:19]=[CH:20][N:34]([CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:35]=1)(=[O:39])[CH3:38]

Participants

3

Reactant 2

HCID 5214434-(Benzylamino)but-3-en-2-oneHCID 1185578633,4-dimethoxy-N-[(E)-6-oxohex-4-enyl]-N-phenyl-benzamide

Product 1

HCID 118558068N-[3-(3-acetyl-1-benzyl-4H-pyridin-4-yl)propyl]-3,4-dimethoxy-N-phenyl-benzamide

Procedure

The title compound 36 is prepared according to the procedure reported in step D of Example 8 with aldehyde 38 (706 mg, 2 mmol) and enamine 30 (350 mg, 2 mmol) as reactants. (Yield 360 mg, 35%).

Sources & evidence

ORD record
ord-70f905771b3e4a419aca3b57ad833124
Source dataset
uspto-grants-2016_06
Patent number
US09376387B2

Reaction notes

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