(S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidine → [4-(3-Methanesulfonyl-pyrrolidine-1-sulfonyl)-phenyl]-(2-(S)-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-methanone

HRID 1676954Notes

Reaction equation

HRID 1676954 reaction equation
[CH3:1][S:2]([CH:5]1[CH2:9][CH2:8][N:7]([S:10]([C:13]2[CH:21]=[CH:20][C:16]([C:17]([OH:19])=O)=[CH:15][CH:14]=2)(=[O:12])=[O:11])[CH2:6]1)(=[O:4])=[O:3].[NH:22]1[CH2:26][CH2:25][CH2:24][C@H:23]1[CH2:27][N:28]1[CH2:32][CH2:31][CH2:30][CH2:29]1>>[CH3:1][S:2]([CH:5]1[CH2:9][CH2:8][N:7]([S:10]([C:13]2[CH:14]=[CH:15][C:16]([C:17]([N:22]3[CH2:26][CH2:25][CH2:24][C@H:23]3[CH2:27][N:28]3[CH2:32][CH2:31][CH2:30][CH2:29]3)=[O:19])=[CH:20][CH:21]=2)(=[O:12])=[O:11])[CH2:6]1)(=[O:3])=[O:4]

Participants

3

Reactant 2

HCID 853152(S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidineHCID 671764464-[3-(Methanesulfonyl)pyrrolidine-1-sulfonyl]benzoic acid

Product 1

HCID 15951136[4-(3-Methanesulfonyl-pyrrolidine-1-sulfonyl)-phenyl]-(2-(S)-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-methanoneYield 50%

Procedure

The title compound is prepared from 4-(3-methanesulfonyl-pyrrolidine-1-sulfonyl)-benzoic acid (230 mg, 0.69 mmol) and (S)(+)-1-(2-pyrrolidinylmethyl)pyrrolidine (CAS 51207-66-0)(88 mg, 0.57 mmol) in a manner substantially similar to Procedure G to provide 133 mg (50%) of the title compound. MS (ES+) 470.2 (M+H)+.

Sources & evidence

ORD record
ord-7d7505b79f364c24962a7639e11ac2b6
Source dataset
uspto-grants-2011_08
Patent number
US08008296B2

Reaction notes

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