HCID 68624965, compound → HCID 68623756, compound

HRID 1783405Notes

Reaction equation

HRID 1783405 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][N:15]([S:26]([C:29]2[CH:34]=[CH:33][C:32]([Cl:35])=[CH:31][CH:30]=2)(=[O:28])=[O:27])[C@@H:16]2[CH2:22][C:21]([F:24])([F:23])[CH2:20][CH2:19][NH:18][C:17]2=[O:25])[CH2:10][CH2:9]1)=O)(C)(C)C>FC(F)(F)C(O)=O.ClCCl>[Cl:35][C:32]1[CH:33]=[CH:34][C:29]([S:26]([N:15]([C@@H:16]2[CH2:22][C:21]([F:24])([F:23])[CH2:20][CH2:19][NH:18][C:17]2=[O:25])[CH2:14][CH:11]2[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)(=[O:27])=[O:28])=[CH:30][CH:31]=1

Participants

4

Reactant 1

HCID 68624965HCID 68624965, compound

Product 1

HCID 68623756HCID 68623756, compoundYield 94%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

4-{[(4-Chloro-benzenesulfonyl)-((R)-5,5-difluoro-2-oxo-azepan-3-yl)-amino]-methyl}-piperidine-1-carboxylic acid tert-butyl ester (0.105 g, 0.2 mmol) was dissolved in a mixture of trifluoroacetic acid and dichloromethane (1:1) and stirred overnight. After extraction with aqueous sodium bicarbonate solution the organic layer was dried (MgSO4) and evaporated to yield 80 mg (94%) of 4-chloro-N-((R)-5,5-difluoro-2-oxo-azepan-3-yl)-N-piperidin-4-ylmethyl-benzenesulfonamide;

Workup

  1. extractionAfter extraction with aqueous sodium bicarbonate solution the organic layer
  2. dry with materialwas dried (MgSO4)
  3. customevaporated

Sources & evidence

ORD record
ord-98f4c402d5914ae9b2c415fb2d1d732c
Source dataset
uspto-grants-2009_03
Patent number
US07501406B2

Reaction notes

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