Hydrochloric Acid → HCID 21701343, compound

HRID 1596354Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:14]2[CH:15]=[CH:16][CH:17]=[C:18]([CH3:19])[C:13]=2[N:12]([CH2:20][C:21]([C:23]([CH3:26])([CH3:25])[CH3:24])=[O:22])[C:11](=[O:27])[CH:10]([NH:28]C(OC(C)(C)C)=O)[N:9]=1.Cl.C(=O)(O)[O-].[Na+]>C(OCC)(=O)C>[NH2:28][CH:10]1[N:9]=[C:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[F:1])[C:14]2[CH:15]=[CH:16][CH:17]=[C:18]([CH3:19])[C:13]=2[N:12]([CH2:20][C:21]([C:23]([CH3:25])([CH3:24])[CH3:26])=[O:22])[C:11]1=[O:27]

Participants

Conditions

Temperature: 0 °C

Procedure

A mixture of (3RS)-2,3-dihydro-5-(2-fluorophenyl)-1-tert-butylcarbonylmethyl-3-tert-butoxycarbonylamino-9-methyl-1H-1,4-benzodiazepin-2-one (130 mg) and 4N HCl in ethyl acetate (1 ml) was stirred at 0° C. for 5 hours. Ethyl acetate and a saturated aqueous solution of sodium bicarbonate were added to the reaction mixture. The separated organic layer was washed with water and brine, and then dried over sodium sulfate. The solvent was evaporated in vacuo to afford (3RS)-3-amino-2,3-dihydro-5-(2-fluorophenyl)-1-tert-butylcarbonylmethyl-9-methyl-1H-1,4-benzodiazepin-2-one (100 mg, 97.1%) as a crystalline powder.

Workup

washThe separated organic layer was washed with water and brine
dry with materialdried over sodium sulfate
customThe solvent was evaporated in vacuo

Sources & evidence

ORD record: ord-8ee733e095ec412db0646a6db6ada886
Source dataset: uspto-grants-2001_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06291452B1

Reaction notes

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