Trifluoroacetic acid → HCID 68607044, compound

HRID 1593302Notes

Reaction equation

HRID 1593302 reaction equation
[CH:1]1([CH2:4][N:5]2[C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=3[O:9][C@H:8]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C@H:7]([NH:22]C(=O)OC(C)(C)C)[C:6]2=[O:30])[CH2:3][CH2:2]1.FC(F)(F)C(O)=O>ClCCl>[NH2:22][C@@H:7]1[C:6](=[O:30])[N:5]([CH2:4][CH:1]2[CH2:3][CH2:2]2)[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[O:9][C@@H:8]1[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86604640HCID 86604640, compound

Product 1

HCID 68607044HCID 68607044, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-Butyl [(2R,3S)-5-(cyclopropylmethyl)-4-oxo-2-phenyl-2,3,4,5-tetrahydro-1,5-benzoxazepin-3-yl]carbamate (72a) (201 mg, 0.492 mmol) was dissolved in 5:1 (v/v) dichloromethane:trifluoroacetic acid (5 mL) and kept at ambient temperature for 1 h. 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 and the residue used immediately in the next step. MS APCI, m/z=309 (M+1). LC/MS: 1.82 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
  6. custom1.82 min.

Sources & evidence

ORD record
ord-5bab3e8afb8f428aac3e79de9c4170e5
Source dataset
uspto-grants-2007_11
Patent number
US07294622B2

Reaction notes

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