HCID 12109156, compound → HCID 69823451, compound

HRID 619273Notes

Reaction equation

HRID 619273 reaction equation
[BrH:1].C(O)(=O)C.[N:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13](=[O:34])[C:14]2[CH:19]=[CH:18][C:17]([C@H:20]([NH:22]C(OCC3C=CC=CC=3)=O)[CH3:21])=[C:16]([F:33])[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:34])[C:14]2[CH:19]=[CH:18][C:17]([C@H:20]([NH2:22])[CH3:21])=[C:16]([F:33])[CH:15]=2)=[CH:8][CH:7]=1

Participants

3

Reactant 2

HCID 12109156HCID 12109156, compoundHCID 21893785Acetic Acid Mixture with Hydrobromic Acid

Product 1

HCID 69823451HCID 69823451, compound

Procedure

A 25% hydrogen bromide-acetic acid solution (8 ml) was added to (R)-N-(4-pyridyl)-4-(1-benzyloxycarbonylaminoethyl)-3-fluorobenzamide (550 mg), and the mixture was stirred at room temperature for 3 hours. After the reaction, the solvent was evaporated under reduced pressure. The obtained crystals were washed with ether, and recrystallized from methanol to give 360 mg of (R)-(+)-N-(4-pyridyl)-4-(1-aminoethyl)-3-fluorobenzamide dihydrobromide having a melting point of 294° C. (dec.).

Workup

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

Sources & evidence

ORD record
ord-ed3ee8c1b8af456181e4714db0e5dd78
Source dataset
uspto-grants-1999_09
Patent number
US05958944

Reaction notes

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