Pyrrolidine → 2-Methoxy-6-methylsulfanyl-N-((1RS,2SR)-2-pyrrolidin-1-yl-cyclopentyl)-4-trifluoromethyl-benzamide

HRID 659257Notes

Reaction equation

HRID 659257 reaction equation
[CH3:1][O:2][C:3]1[CH:17]=[C:16]([C:18]([F:21])([F:20])[F:19])[CH:15]=[C:14]([S:22][CH3:23])[C:4]=1[C:5]([NH:7][CH:8]1[CH2:12][CH2:11][CH2:10][C:9]1=O)=[O:6].[NH:24]1[CH2:28][CH2:27][CH2:26][CH2:25]1>>[CH3:1][O:2][C:3]1[CH:17]=[C:16]([C:18]([F:21])([F:20])[F:19])[CH:15]=[C:14]([S:22][CH3:23])[C:4]=1[C:5]([NH:7][CH:8]1[CH2:12][CH2:11][CH2:10][CH:9]1[N:24]1[CH2:28][CH2:27][CH2:26][CH2:25]1)=[O:6]

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 58062990HCID 58062990, compound2×

Product 1

HCID 510005912-Methoxy-6-methylsulfanyl-N-((1RS,2SR)-2-pyrrolidin-1-yl-cyclopentyl)-4-trifluoromethyl-benzamide

Procedure

The title compound, brown gum, MS: m/e=403.4 [(M+H, was prepared in accordance with the general method of example 1 and 2 from 2-methoxy-6-methylsulfanyl-N-(2-oxo-cyclopentyl)-4-trifluoromethyl-benzamide (intermediate M) and pyrrolidine. The cis- and trans-isomer could be separated by column chromatography.

Sources & evidence

ORD record
ord-80136bc3d59e4630af49b1d783a97fff
Source dataset
uspto-grants-2011_12
Patent number
US08080541B2

Reaction notes

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