Trifluoroacetic acid → HCID 68606819, compound

HRID 1593295Notes

Reaction equation

HRID 1593295 reaction equation
[CH:1]([N:4]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[O:8][C@H:7]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C@H:6]([NH:21]C(=O)OC(C)(C)C)[C:5]1=[O:29])([CH3:3])[CH3:2].FC(F)(F)C(O)=O>ClCCl>[NH2:21][C@@H:6]1[C:5](=[O:29])[N:4]([CH:1]([CH3:3])[CH3:2])[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[O:8][C@@H:7]1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86604638HCID 86604638, compound

Product 1

HCID 68606819HCID 68606819, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-Butyl [(2R,3S)-5-isopropyl-4-oxo-2-phenyl-2,3,4,5-tetrahydro-1,5-benzoxazepin-3-yl]carbamate (69a) (80 mg, 0.202 mmol) was dissolved in 5:1 (v/v) dichloromethane:trifluoroacetic acid (3 mL) and kept at ambient temperature for 30 min. The solution was evaporated and the residue was dissolved in ethyl acetate and extracted with saturated aqueous sodium bicarbonate. The organic solution was dried and evaporated to afford the title compound (59 mg, 99%) as a white solid. MS APCI, m/z=297 (M+1). LC/MS: 1.79 min

Workup

  1. customThe solution was evaporated
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. extractionextracted with saturated aqueous sodium bicarbonate
  4. customThe organic solution was dried
  5. customevaporated

Sources & evidence

ORD record
ord-008ad7f7c86e400ba810ed2b8d3f9b97
Source dataset
uspto-grants-2007_11
Patent number
US07294622B2

Reaction notes

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