Hydrochloric Acid → Cyclopentyl-(3-trifluoromethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazin-1-yl)-methanone

HRID 1895646

Reaction equation

HRID 1895646 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]2[C:14]([C:24]([F:27])([F:26])[F:25])=[N:15][C:16]([C:17]([CH:19]3[CH2:23][CH2:22][CH2:21][CH2:20]3)=[O:18])=[C:10]2[CH2:9]1)=O)(C)(C)C.Cl>C(OCC)(=O)C>[CH:19]1([C:17]([C:16]2[N:15]=[C:14]([C:24]([F:26])([F:25])[F:27])[N:11]3[CH2:12][CH2:13][NH:8][CH2:9][C:10]=23)=[O:18])[CH2:20][CH2:21][CH2:22][CH2:23]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 575184581-cyclopentanecarbonyl-3-trifluoromethyl-5,6-dihydro-8H-imidazo[1,5-a]pyrazine-7-carboxylic acid tert-butyl ester

Product 1

HCID 57518459Cyclopentyl-(3-trifluoromethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazin-1-yl)-methanone

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

1-Cyclopentanecarbonyl-3-trifluoromethyl-5,6-dihydro-8H-imidazo[1,5-a]pyrazine-7-carboxylic acid tert-butyl ester 28a (0.1 g, 0.258 mmol) was dissolved in a little ethyl acetate under stirring. A solution of 2.7 N hydrochloric acid in 5 mL of ethyl acetate was then added. The reaction mixture was reacted at room temperature for 2 hours and monitored by thin layer chromatography until the disappearance of the starting materials. The reaction mixture was concentrated under reduced pressure to obtain the title compound cyclopentyl-(3-trifluoromethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazin-1-yl)-methanone 28b, which was directly used in the next step.

Workup

  1. customThe reaction mixture was reacted at room temperature for 2 hours
  2. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-639c3017c27e4b119ce59aca9f2f6bf3
Source dataset
uspto-grants-2013_08
Patent number
US08513411B2

Linked notes

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