Cyclopentylamine → 2-Chloro-4-fluoro-5-[(cyclopentylamino)sulfonyl]benzoic acid

HRID 1992143Notes

Reaction equation

HRID 1992143 reaction equation
ClS(C1C=C(C=CC=1F)C(O)=O)(=O)=O.[CH:15]1([NH2:20])[CH2:19][CH2:18][CH2:17][CH2:16]1.[Cl:21][C:22]1[CH:30]=[C:29]([F:31])[C:28]([S:32](NCC)(=[O:34])=[O:33])=[CH:27][C:23]=1[C:24]([OH:26])=[O:25]>>[Cl:21][C:22]1[CH:30]=[C:29]([F:31])[C:28]([S:32]([NH:20][CH:15]2[CH2:19][CH2:18][CH2:17][CH2:16]2)(=[O:34])=[O:33])=[CH:27][C:23]=1[C:24]([OH:26])=[O:25]

Participants

4

Reactant 3

HCID 2906CyclopentylamineHCID 39298913-(Chlorosulfonyl)-4-fluorobenzoic acidHCID 587280522-Chloro-5-[(ethylamino)sulfonyl]-4-fluorobenzoic acid

Product 1

HCID 587277552-Chloro-4-fluoro-5-[(cyclopentylamino)sulfonyl]benzoic acid

Procedure

1.01 g (3.7 mmol) 3-chlorosulfonyl-4-fluorobenzoic acid was added to 1.08 mL (10.9 mmol) cyclopentylamine following the general procedure in for 2-chloro-5-[(ethylamino)sulfonyl]-4-fluorobenzoic acid. Crude product was used in subsequent step without further purification

Workup

  1. customCrude product was used in subsequent step without further purification

Sources & evidence

ORD record
ord-4947fbb1af434f7ea41d069c6cb1e168
Source dataset
uspto-grants-2010_01
Patent number
US07645771B2

Reaction notes

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