Acetic Acid → HCID 178419522, compound

HRID 245743Notes

Reaction equation

HRID 245743 reaction equation
C(OC(=O)[NH:10][CH2:11][C@H:12]1[CH2:17][CH2:16][C@H:15]([C:18]2[N:22]3[CH:23]=[CH:24][N:25]=[C:26]([CH3:27])[C:21]3=[C:20]([Br:28])[N:19]=2)[CH2:14][CH2:13]1)C1C=CC=CC=1.C(O)(=O)C>Br>[BrH:28].[Br:28][C:20]1[N:19]=[C:18]([C@H:15]2[CH2:16][CH2:17][C@H:12]([CH2:11][NH2:10])[CH2:13][CH2:14]2)[N:22]2[CH:23]=[CH:24][N:25]=[C:26]([CH3:27])[C:21]=12

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 178432910HCID 178432910, compound

Product 1

HCID 178419522HCID 178419522, compoundYield 267.1%

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

Benzyl((trans)-4-(1-bromo-8-methylimidazo[1,5-a]pyrazin-3-yl)cyclohexyl)methylcarbamate (1.5 g, 3.28 mmol) was dissolved in hydrobromic acid 33% in acetic acid (15 mL, 3.28 mmol) and the resulting mixture was stirred at room temperature. After eight hours the reaction mixture was concentrated in vacuo and dried in a vacuum oven (40° C.) for three days to yield ((trans)-4-(1-bromo-8-methylimidazo[1,5-a]pyrazin-3-yl)cyclohexyl)methanamine hydrobromide (1.77 g).

Workup

  1. concentrationAfter eight hours the reaction mixture was concentrated in vacuo
  2. customdried in a vacuum oven (40° C.) for three days

Sources & evidence

ORD record
ord-bdd928d72c364898b388bcb378394ac2
Source dataset
uspto-grants-2014_02
Patent number
US08658794B2

Reaction notes

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