Cyclopropylamine → 2-Chloro-4-fluoro-5-[(cyclopropylamino)sulfonyl]benzoic acid

HRID 1992141

Reaction equation

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

Participants

Reactant 3

HCID 69828Cyclopropylamine

HCID 39298913-(Chlorosulfonyl)-4-fluorobenzoic acid

HCID 587280522-Chloro-5-[(ethylamino)sulfonyl]-4-fluorobenzoic acid

Product 1

HCID 587283292-Chloro-4-fluoro-5-[(cyclopropylamino)sulfonyl]benzoic acid

Procedure

1.005 g (3.6 mmol) 3-chlorosulfonyl-4-fluorobenzoic acid was added to 0.76 mL (10.9 mmol) cyclopropylamine 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

customCrude product was used in subsequent step without further purification

Sources & evidence

ORD record: ord-a951a2a29afa4151a97c8004fedd0b81
Source dataset: uspto-grants-2010_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07645771B2

Linked notes

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