2-(4-Bromo-3,5-dimethoxyphenyl)furan → HCID 58432156, compound

HRID 56566Notes

Reaction equation

HRID 56566 reaction equation
[Br:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][C:5]([C:10]2[O:11][CH:12]=[CH:13][CH:14]=2)=[CH:4][C:3]=1[O:15][CH3:16].[CH:17]1([CH2:20][O:21][CH:22]([C:29]2[CH:34]=[CH:33][C:32]([N:35]3[CH2:40][CH2:39][O:38][CH2:37][CH2:36]3)=[CH:31][CH:30]=2)[C:23](N(OC)C)=[O:24])[CH2:19][CH2:18]1>>[Br:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][C:5]([C:10]2[O:11][C:12]([C:23](=[O:24])[CH:22]([O:21][CH2:20][CH:17]3[CH2:18][CH2:19]3)[C:29]3[CH:30]=[CH:31][C:32]([N:35]4[CH2:36][CH2:37][O:38][CH2:39][CH2:40]4)=[CH:33][CH:34]=3)=[CH:13][CH:14]=2)=[CH:4][C:3]=1[O:15][CH3:16]

Participants

3

Reactant 2

HCID 584319882-(4-Bromo-3,5-dimethoxyphenyl)furanHCID 584319952-(cyclopropylmethoxy)-N-methoxy-N-methyl-2-(4-morpholinophenyl)acetamide

Product 1

HCID 58432156HCID 58432156, compound

Procedure

1-(5-(4-Bromo-3,5-dimethoxyphenyl)furan-2-yl)-2-(cyclopropylmethoxy)-2-(4-morpholinophenyl)ethanone was prepared from 2-(4-bromo-3,5-dimethoxyphenyl)furan and 2-(cyclopropylmethoxy)-N-methoxy-N-methyl-2-(4-morpholinophenyl)acetamide according to the procedure used in Example 30. Purification by chromatography (40% EtOAc/hexanes) gave the product as a pale yellow solid (0.092 g, 23% yield). MS: m/z 556.3 [M+H]+.

Workup

  1. customPurification by chromatography (40% EtOAc/hexanes)

Sources & evidence

ORD record
ord-47c679d4e8074b02b58d4c2715e90936
Source dataset
uspto-grants-2016_09
Patent number
US09434707B2

Reaction notes

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