2-Chloro-4-(chlorosulfonyl)benzoic acid → rel-2-Chloro-5-(((3R,5S)-3,5-dimethyl-1-piperidinyl)sulfonyl)benzoic acid

HRID 1703694Notes

Reaction equation

HRID 1703694 reaction equation
ClC1C=C([S:11]([N:14]2[CH2:19][C@H:18]([CH3:20])[CH2:17][C@H:16]([CH3:21])[CH2:15]2)(=[O:13])=[O:12])C=CC=1C(O)=O.[Cl:22][C:23]1[CH:31]=[C:30](S(Cl)(=O)=O)[CH:29]=[CH:28][C:24]=1[C:25]([OH:27])=[O:26]>>[Cl:22][C:23]1[CH:31]=[CH:30][C:29]([S:11]([N:14]2[CH2:19][C@H:18]([CH3:20])[CH2:17][C@H:16]([CH3:21])[CH2:15]2)(=[O:12])=[O:13])=[CH:28][C:24]=1[C:25]([OH:27])=[O:26]

Participants

3

Reactant 2

HCID 1884272-Chloro-4-(chlorosulfonyl)benzoic acidHCID 544445592-Chloro-4-(cis-3,5-dimethylpiperidinosulfonyl)benzoic acid

Product 1

HCID 32335rel-2-Chloro-5-(((3R,5S)-3,5-dimethyl-1-piperidinyl)sulfonyl)benzoic acid

Procedure

In the same way, 2-chloro-4-(cis-3,5-dimethylpiperidinosulfonyl)benzoic acid, m.p. 233°-234° C., is prepared from 2-chloro-4-chlorosulfonylbenzoic acid.

Sources & evidence

ORD record
ord-2f7934aaf01445d99b77f696ec279be7
Source dataset
uspto-grants-1978_11
Patent number
US04124590

Reaction notes

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