Benzylamine → N-[3-(benzylamino)-1-phenylpropyl]-3-([1,1'-biphenyl]-4-ylsulfonyl)-1,3-thiazolidine-2-carboxamide

HRID 1964826Notes

Reaction equation

HRID 1964826 reaction equation
CS(O[CH2:6][CH2:7][C@H:8]([NH:15][C:16]([C@H:18]1[N:22]([S:23]([C:26]2[CH:31]=[CH:30][C:29]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)=[CH:28][CH:27]=2)(=[O:25])=[O:24])[CH2:21][CH2:20][S:19]1)=[O:17])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)(=O)=O.[CH2:38]([NH2:45])[C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1>>[CH2:38]([NH:45][CH2:6][CH2:7][CH:8]([NH:15][C:16]([CH:18]1[N:22]([S:23]([C:26]2[CH:31]=[CH:30][C:29]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)=[CH:28][CH:27]=2)(=[O:24])=[O:25])[CH2:21][CH2:20][S:19]1)=[O:17])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1

Participants

3

Reactant 2

HCID 7504BenzylamineHCID 60036776(3S)-3-({[(2S)-3-([1,1'-biphenyl]-4-ylsulfonyl)-1,3-thiazolidin-2-yl]carbonyl}amino)-3-phenylpropyl methanesulfonate2×

Product 1

HCID 10129009N-[3-(benzylamino)-1-phenylpropyl]-3-([1,1'-biphenyl]-4-ylsulfonyl)-1,3-thiazolidine-2-carboxamide

Procedure

Following the general method B as outlined in Example 16, starting from 3-({[3-([1,1′-biphenyl]-4-ylsulfonyl)-1,3-thiazolidin-2-yl]carbonyl}amino)-3-phenylpropyl methanesulfonate (Intermediate 9) and benzylamine, the title compound was obtained in 99% purity by HPLC.

Sources & evidence

ORD record
ord-ff416fa776cb4a5bbfd13dfaf0a88b43
Source dataset
uspto-grants-2013_04
Patent number
US08415480B2

Reaction notes

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