HCID 12109162, compound → HCID 86754546, compound

HRID 1274174Notes

Reaction equation

HRID 1274174 reaction equation
[BrH:1].C(O)(=O)C.[N:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13](=[O:36])[C:14]2[CH:19]=[CH:18][C:17]([C@H:20]([NH:22]C(OCC3C=CC=CC=3)=O)[CH3:21])=[C:16]([N+:33]([O-:35])=[O:34])[CH:15]=2)=[CH:8][CH:7]=1>>[BrH:1].[BrH:1].[N:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13](=[O:36])[C:14]2[CH:19]=[CH:18][C:17]([C@H:20]([NH2:22])[CH3:21])=[C:16]([N+:33]([O-:35])=[O:34])[CH:15]=2)=[CH:8][CH:7]=1

Participants

3

Reactant 2

HCID 12109162HCID 12109162, compoundHCID 21893785Acetic Acid Mixture with Hydrobromic Acid

Product 1

HCID 86754546HCID 86754546, compound

Procedure

A 25% hydrogen bromide-acetic acid solution (4 ml) was added to (R)-N-(4-pyridyl)-4-(1-benzyloxycarbonylaminoethyl)-3-nitrobenzamide (400 mg), and the mixture was stirred at room temperature for 1 hour. After the reaction, the reaction mixture was evaporated under reduced pressure. The obtained crystals were washed with ethyl acetate, and recrystallized from methanol to give 153 mg of (R)-(-)-N-(4-pyridyl)-4-(1-aminoethyl)-3-nitrobenzamide dihydrobromide 1/2 hydrate having a melting point of 275° C. (dec.).

Workup

  1. customAfter the reaction
  2. customthe reaction mixture was evaporated under reduced pressure
  3. washThe obtained crystals were washed with ethyl acetate
  4. customrecrystallized from methanol

Sources & evidence

ORD record
ord-b2b0e10827554afa9cdc7c166ac51cca
Source dataset
uspto-grants-2000_12
Patent number
US06156766

Reaction notes

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