N,2-dimethoxy-N-methyl-2-(4-morpholinophenyl)acetamide → 1-(5-(3,5-Dimethoxyphenyl)furan-2-yl)-2-methoxy-2-(4-morpholinophenyl)ethanone

HRID 56544Notes

Reaction equation

HRID 56544 reaction equation
CON(C)[C:4](=[O:20])[CH:5]([O:18][CH3:19])[C:6]1[CH:11]=[CH:10][C:9]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)=[CH:8][CH:7]=1.[CH3:22][O:23][C:24]1[CH:25]=[C:26]([C:32]2[O:33][CH:34]=[CH:35][CH:36]=2)[CH:27]=[C:28]([O:30][CH3:31])[CH:29]=1>>[CH3:22][O:23][C:24]1[CH:25]=[C:26]([C:32]2[O:33][C:34]([C:4](=[O:20])[CH:5]([O:18][CH3:19])[C:6]3[CH:7]=[CH:8][C:9]([N:12]4[CH2:13][CH2:14][O:15][CH2:16][CH2:17]4)=[CH:10][CH:11]=3)=[CH:35][CH:36]=2)[CH:27]=[C:28]([O:30][CH3:31])[CH:29]=1

Participants

3

Reactant 2

HCID 58431993N,2-dimethoxy-N-methyl-2-(4-morpholinophenyl)acetamideHCID 584320952-(3,5-Dimethoxyphenyl)furan

Product 1

HCID 584320081-(5-(3,5-Dimethoxyphenyl)furan-2-yl)-2-methoxy-2-(4-morpholinophenyl)ethanone

Procedure

N,2-Dimethoxy-N-methyl-2-(4-morpholinophenyl)acetamide was coupled with 2-(3,5-dimethoxyphenyl)furan following the procedure of Example 12. 1-(5-(3,5-Dimethoxyphenyl)furan-2-yl)-2-methoxy-2-(4-morpholinophenyl)ethanone was isolated as a yellow oily foam (0.343 g, 62% yield). MS: m/z 438.2 [M+H]+.

Sources & evidence

ORD record
ord-e9b6f6eb5fcb4326b915435fdb1231f1
Source dataset
uspto-grants-2016_09
Patent number
US09434707B2

Reaction notes

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