Hydrochloric Acid → Morpholino-[3-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazin-1-yl]methanone hydrochloride

HRID 920980Notes

Reaction equation

HRID 920980 reaction equation
[N:1]1([C:7]([C:9]2[N:10]=[C:11]([C:25]([F:28])([F:27])[F:26])[N:12]3[CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14][C:13]=23)=[O:8])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[ClH:29]>O1CCOCC1>[ClH:29].[O:4]1[CH2:5][CH2:6][N:1]([C:7]([C:9]2[N:10]=[C:11]([C:25]([F:27])([F:28])[F:26])[N:12]3[CH2:17][CH2:16][NH:15][CH2:14][C:13]=23)=[O:8])[CH2:2][CH2:3]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68011883tert-butyl 1-(morpholine-4-carbonyl)-3-(trifluoromethyl)-6,8-dihydro-5H-imidazo[1,5-a]pyrazine-7-carboxylate

Product 1

HCID 86685646Morpholino-[3-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazin-1-yl]methanone hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Tert-butyl 1-(morpholine-4-carbonyl)-3-(trifluoromethyl)-6,8-dihydro-5H-imidazo[1,5-a]pyrazine-7-carboxylate 20b (470 mg, 1.27 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 morpholino-[3-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazin-1-yl]methanone hydrochloride 20c (300 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-80e7ecbbfffb4215ae1e2fa3bbd11f8a
Source dataset
uspto-grants-2016_03
Patent number
US09273052B2

Reaction notes

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