Trifluoroacetic acid → HCID 67076749, compound

HRID 1348588Notes

Reaction equation

HRID 1348588 reaction equation
C(OC(=O)[NH:7][C@@H:8]1[C:14](=[O:15])[N:13]([CH3:16])[C:12]2[CH:17]=[C:18]([F:21])[CH:19]=[CH:20][C:11]=2[O:10][CH2:9]1)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[NH2:7][C@@H:8]1[C:14](=[O:15])[N:13]([CH3:16])[C:12]2[CH:17]=[C:18]([F:21])[CH:19]=[CH:20][C:11]=2[O:10][CH2:9]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67076927HCID 67076927, compound

Product 1

HCID 67076749HCID 67076749, compoundYield 90.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 0.85 g (2.74 mmol) ((S)-2-fluoro-9-methyl-8-oxo-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-yl)-carbamic acid tert-butyl ester in 20 ml dichloromethane was treated with 21 ml trifluoroacetic acid for 3 hours. Extraction with aqueous sodium bicarbonate solution and dichloromethane and removal of the solvent gave 0.52 g (90%) (S)-7-amino-2-fluoro-9-methyl-6,7-dihydro-9H-5-oxa-9-aza-benzocyclohepten-8-one as white solid, MS m/e (%): 211.3 (M+H+, 100).

Workup

  1. extractionExtraction
  2. customwith aqueous sodium bicarbonate solution and dichloromethane and removal of the solvent

Sources & evidence

ORD record
ord-0d99d0435d0846ec89ec6d5f031be88e
Source dataset
uspto-grants-2007_05
Patent number
US07211573B2

Reaction notes

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