Hydrochloric Acid → 1-Bromo-3-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine hydrochloride

HRID 920966Notes

Reaction equation

HRID 920966 reaction equation
[Br:1][C:2]1[N:3]=[C:4]([C:18]([F:21])([F:20])[F:19])[N:5]2[CH2:10][CH2:9][N:8](C(OC(C)(C)C)=O)[CH2:7][C:6]=12.[ClH:22]>O1CCOCC1>[ClH:22].[Br:1][C:2]1[N:3]=[C:4]([C:18]([F:20])([F:19])[F:21])[N:5]2[CH2:10][CH2:9][NH:8][CH2:7][C:6]=12

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57518451tert-butyl 1-bromo-3-(trifluoromethyl)-5H,6H,7H,8H-imidazo(1,5-a)pyrazine-7-carboxylate

Product 1

HCID 866856441-Bromo-3-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine hydrochlorideYield 56.5%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Crude tert-butyl 1-bromo-3-(trifluoromethyl)-6,8-dihydro-5H-imidazo[1,5-a]pyrazine-7-carboxylate 11b (470 mg, 1.27 mmol) was dissolved in 50 mL of a 2 M solution of hydrogen chloride in 1,4-dioxane. After stirring for 4 hours, the reaction mixture was concentrated under reduced pressure to obtain 1-bromo-3-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine hydrochloride 11c (220 mg, yield 56.5%) as a light yellow oil.

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-a611c51a94644e44b2ba48f314174a91
Source dataset
uspto-grants-2016_03
Patent number
US09273052B2

Reaction notes

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