Hydrogen Bromide → HCID 21701348, compound

HRID 1596355Notes

Reaction equation

HRID 1596355 reaction equation
C(OC([NH:11][CH:12]1[N:18]=[C:17]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[F:25])[C:16]2[CH:26]=[CH:27][CH:28]=[C:29]([CH3:30])[C:15]=2[N:14]([CH2:31][C:32]([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=2[N+:40]([O-:42])=[O:41])=[O:33])[C:13]1=[O:43])=O)C1C=CC=CC=1.[BrH:44].O>C(O)(=O)C>[BrH:44].[NH2:11][CH:12]1[N:18]=[C:17]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[F:25])[C:16]2[CH:26]=[CH:27][CH:28]=[C:29]([CH3:30])[C:15]=2[N:14]([CH2:31][C:32]([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=2[N+:40]([O-:42])=[O:41])=[O:33])[C:13]1=[O:43]

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 962WaterHCID 21701321(3RS)-3-benzyloxycarbonylamino-2,3-dihydro-5-(2-fluorophenyl)-9-methyl-1-(2-nitrophenacyl)-1H-1,4-benzodiazepin-2-one

Product 1

HCID 21701348HCID 21701348, compoundYield 81.8%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of (3RS)-3-benzyloxycarbonylamino-2,3-dihydro-5-(2-fluorophenyl)-9-methyl-1-(2-nitrophenacyl)-1H-1,4-benzodiazepin-2-one (300 mg)and 30% hydrobromic acid in acetic acid (3 ml) was stirred at room temperature for 4.5 hours. Water and ice were added to the reaction mixture to afford powder, which was collected by filtration, and washed with water to give (3RS)-3-amino-2,3-dihydro-5-(2-fluorophenyl)-9-methyl-1-(2-nitrophenacyl)-1H-1,4-benzodiazepin-2-one hydrobromide (227 mg, 81.8%).

Workup

  1. customto afford powder, which
  2. filtrationwas collected by filtration
  3. washwashed with water

Sources & evidence

ORD record
ord-eec380821df44f60b3866668e053202f
Source dataset
uspto-grants-2001_09
Patent number
US06291452B1

Reaction notes

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