Hydrochloric Acid → N-(cyclopropylmethyl)-3-(trifluoromethyl)-5,6,7,8-tetrahydro imidazo[1,5-a]pyrazine-1-carboxamide hydrochloride

HRID 920993Notes

Reaction equation

HRID 920993 reaction equation
[CH:1]1([CH2:4][NH:5][C:6]([C:8]2[N:9]=[C:10]([C:24]([F:27])([F:26])[F:25])[N:11]3[CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][C:12]=23)=[O:7])[CH2:3][CH2:2]1.[ClH:28]>O1CCOCC1>[ClH:28].[CH:1]1([CH2:4][NH:5][C:6]([C:8]2[N:9]=[C:10]([C:24]([F:25])([F:26])[F:27])[N:11]3[CH2:16][CH2:15][NH:14][CH2:13][C:12]=23)=[O:7])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68011899HCID 68011899, compound

Product 1

HCID 86685650N-(cyclopropylmethyl)-3-(trifluoromethyl)-5,6,7,8-tetrahydro imidazo[1,5-a]pyrazine-1-carboxamide hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Crude tert-butyl 1-(cyclopropylmethylcarbamoyl)-3-(trifluoromethyl)-6,8-dihydro-5H-imidazo[1,5-a]pyrazine-7-carboxylate 24a (300 mg, 0.77 mmol) was dissolved in 20 mL of a 2 M solution of hydrogen chloride in 1,4-dioxane. After stirring for 12 hours, the reaction mixture was concentrated under reduced pressure to obtain crude N-(cyclopropylmethyl)-3-(trifluoromethyl)-5,6,7,8-tetrahydro imidazo[1,5-a]pyrazine-1-carboxamide hydrochloride 24b (250 mg) as a light yellow oil. The product was used directly in the next reaction without purification.

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-cb8961ccf8d84b0aacaef5ebfa64e358
Source dataset
uspto-grants-2016_03
Patent number
US09273052B2

Reaction notes

Loading…