Pyrrolidine → HCID 16778227, compound

HRID 496555Notes

Reaction equation

HRID 496555 reaction equation
FC1C=CC([N+]([O-])=O)=C(C(F)(F)F)C=1.N1CCCC1.[N:20]1([C:25]2[CH:26]=[CH:27][C:28]([N+:35]([O-])=O)=[C:29]([C:31]([F:34])([F:33])[F:32])[CH:30]=2)[CH2:24][CH2:23][CH2:22][CH2:21]1>>[N:20]1([C:25]2[CH:26]=[CH:27][C:28]([NH2:35])=[C:29]([C:31]([F:33])([F:34])[F:32])[CH:30]=2)[CH2:24][CH2:23][CH2:22][CH2:21]1

Participants

4

Reactant 3

HCID 31268PyrrolidineHCID 2230945-Fluoro-2-nitrobenzotrifluorideHCID 58099974HCID 58099974, compound

Product 1

HCID 16778227HCID 16778227, compoundYield 79.4%

Procedure

Starting from 80 mg of 5-fluoro-2-nitrobenzotrifluoride and by reaction with pyrrolidine, 138 mg of 5-pyrrolidinyl-2-nitrobenzotrifluoride are prepared by general method A. The crude product is hydrogenated by general method B. 97 mg of 5-pyrrolidinyl-2-aminobenzo-trifluoride are obtained. Starting from this and by reaction with 3,5-dimethylisoxazole-4-sulfonyl chloride by general method C, 80 mg of 3,5-dimethylisoxazole-4-sulfonic acid 4-pyrrolidin-1-yl-2-trifluoromethyl-phenylamide are prepared.

Workup

  1. customare prepared by general method A

Sources & evidence

ORD record
ord-57e7077894a341d9bed58a918fc4edd3
Source dataset
uspto-grants-2005_09
Patent number
US06946466B2

Reaction notes

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