4-(4-Methylsulfonylphenyl)benzoic acid → (4'-methanesulfonyl-biphenyl-4-yl)-[2-(S)-(2-(R)-methyl-pyrrolidin-1-ylmethyl)-pyrrolidin-1-yl]-methanone

HRID 1677196Notes

Reaction equation

HRID 1677196 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][C:14]([C:17]([OH:19])=O)=[CH:13][CH:12]=2)=[CH:7][CH:6]=1)(=[O:4])=[O:3].[CH3:20][C@@H:21]1[CH2:25][CH2:24][CH2:23][N:22]1[CH2:26][C@@H:27]1[CH2:31][CH2:30][CH2:29][NH:28]1>>[CH3:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([C:11]2[CH:12]=[CH:13][C:14]([C:17]([N:28]3[CH2:29][CH2:30][CH2:31][C@H:27]3[CH2:26][N:22]3[CH2:23][CH2:24][CH2:25][C@H:21]3[CH3:20])=[O:19])=[CH:15][CH:16]=2)=[CH:9][CH:10]=1)(=[O:3])=[O:4]

Participants

3

Reactant 2

HCID 201001084-(4-Methylsulfonylphenyl)benzoic acidHCID 46911921(R)-2-methyl-1-((S)-pyrrolidin-2-ylmethyl)pyrrolidine

Product 1

HCID 57980094(4'-methanesulfonyl-biphenyl-4-yl)-[2-(S)-(2-(R)-methyl-pyrrolidin-1-ylmethyl)-pyrrolidin-1-yl]-methanone

Procedure

The title compound is prepared in a manner substantially analogous to Procedure B′ starting from 4′-methanesulfonyl-biphenyl-4-carboxylic acid (CAS 16734-98-8) and 2-(R)-Methyl-1-(2-(S)-pyrrolidinylmethyl)pyrrolidine. MS (M+H) 427.2

Sources & evidence

ORD record
ord-17fad3973d4c4b10bf517de99f3d7388
Source dataset
uspto-grants-2011_08
Patent number
US08008301B2

Reaction notes

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