Trifluoroacetic acid → HCID 90037368, compound

HRID 1055372Notes

Reaction equation

HRID 1055372 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:11][C:10](=[O:12])[C@@H:9]([NH:13]C(=O)OC(C)(C)C)[CH2:8][O:7][C:6]=2[CH:21]=1.[C:22]([OH:28])([C:24]([F:27])([F:26])[F:25])=[O:23]>ClCCl>[F:25][C:24]([F:27])([F:26])[C:22]([OH:28])=[O:23].[NH2:13][C@H:9]1[CH2:8][O:7][C:6]2[CH:21]=[C:2]([CH3:1])[CH:3]=[CH:4][C:5]=2[NH:11][C:10]1=[O:12]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67076736(S)-tert-butyl 8-methyl-4-oxo-2,3,4,5-tetrahydrobenzo[b][1,4]oxazepin-3-ylcarbamate

Product 1

HCID 90037368HCID 90037368, compoundYield 103%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

(S)-tert-butyl 8-methyl-4-oxo-2,3,4,5-tetrahydrobenzo[b][1,4]oxazepin-3-ylcarbamate (2.50 g, 8.55 mmol, Eq: 1.00) was dissolved in dichloromethane (DCM, 10 mL) at 0° C. and TFA (10 mL) was added. The mixture was stirred at 0° C. for 1.5 h and concentrated to give the title compound (2.69 g, 103%) which was used without purification.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-216376a3c50e461a82a79efb2f3075ec
Source dataset
uspto-grants-2016_07
Patent number
US09394263B2

Reaction notes

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