3-Amino-3-(4-fluorophenyl)propan-1-ol → 3-([1,1'-biphenyl]-4-ylsulfonyl)-N-[1-(4-fluorophenyl)-3-hydroxypropyl]-1,3-thiazolidine-2-carboxamide

HRID 1964813Notes

Reaction equation

HRID 1964813 reaction equation
[C:1]1([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:6]=[CH:5][C:4]([S:7]([N:10]2[CH2:14][CH2:13][S:12][CH:11]2[C:15]([OH:17])=O)(=[O:9])=[O:8])=[CH:3][CH:2]=1.[NH2:24][CH:25]([C:29]1[CH:34]=[CH:33][C:32]([F:35])=[CH:31][CH:30]=1)[CH2:26][CH2:27][OH:28]>>[C:1]1([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:6]=[CH:5][C:4]([S:7]([N:10]2[CH2:14][CH2:13][S:12][CH:11]2[C:15]([NH:24][CH:25]([C:29]2[CH:30]=[CH:31][C:32]([F:35])=[CH:33][CH:34]=2)[CH2:26][CH2:27][OH:28])=[O:17])(=[O:8])=[O:9])=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 221152523-Amino-3-(4-fluorophenyl)propan-1-ol2×HCID 574232213-(Biphenyl-4-ylsulfonyl)-1,3-thiazolidine-2-carboxylic acid2×

Product 1

HCID 600367813-([1,1'-biphenyl]-4-ylsulfonyl)-N-[1-(4-fluorophenyl)-3-hydroxypropyl]-1,3-thiazolidine-2-carboxamide

Procedure

Following the general strategies and protocols outlined in Example 1, starting from 3-([1,1′-biphenyl]-4-ylsulfonyl)-1,3-thiazolidine-2-carboxylic acid (Intermediate 8) and 3-amino-3-(4-fluorophenyl)-1-propanol (Intermediate 2), the title compound was obtained in 92% purity by HPLC.

Sources & evidence

ORD record
ord-4f3c9cc25ff44708926cf7e2d801532a
Source dataset
uspto-grants-2013_04
Patent number
US08415480B2

Reaction notes

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