Rolipram → 3-[4-(3-Cyclopentyloxy-4-methoxyphenyl)-2-oxo-pyrrolidin-1-yl]benzoic acid ethyl ester

HRID 1819358Notes

Reaction equation

HRID 1819358 reaction equation
[CH:1]1([O:6][C:7]2[CH:8]=[C:9]([CH:15]3[CH2:19][NH:18][C:17](=[O:20])[CH2:16]3)[CH:10]=[CH:11][C:12]=2[O:13][CH3:14])[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:21]([O:23][C:24](=[O:32])[C:25]1[CH:30]=[CH:29][CH:28]=[C:27](Br)[CH:26]=1)[CH3:22]>>[CH2:21]([O:23][C:24](=[O:32])[C:25]1[CH:30]=[CH:29][CH:28]=[C:27]([N:18]2[CH2:19][CH:15]([C:9]3[CH:10]=[CH:11][C:12]([O:13][CH3:14])=[C:7]([O:6][CH:1]4[CH2:2][CH2:3][CH2:4][CH2:5]4)[CH:8]=3)[CH2:16][C:17]2=[O:20])[CH:26]=1)[CH3:22]

Participants

3

Reactant 2

HCID 5092RolipramHCID 90488Ethyl 3-bromobenzoate

Product 1

HCID 688284533-[4-(3-Cyclopentyloxy-4-methoxyphenyl)-2-oxo-pyrrolidin-1-yl]benzoic acid ethyl esterYield 67%

Procedure

A mixture of 4-(3-cyclopentyloxy-4-methoxyphenyl)-pyrrolidin-2-one (300 mg, 1.1 mmol) and 3-bromobenzoic acid ethyl ester (303 mg, 1.32 mmol) was treated according to General Procedure I to provide 310 mg of the desired product as a white solid. Yield: 67%.

Workup

  1. additionwas treated

Sources & evidence

ORD record
ord-78fae78460254ee68d4d1c4f482f0e82
Source dataset
uspto-grants-2009_10
Patent number
US07601742B2

Reaction notes

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