Hydrochloric Acid → HCID 44194235, compound

HRID 1895632Notes

Reaction equation

HRID 1895632 reaction equation
C(OC(=O)[NH:7][C@H:8]([CH2:28][C:29]1[CH:34]=[C:33]([F:35])[C:32]([F:36])=[CH:31][C:30]=1[F:37])[CH2:9][C:10]([N:12]1[CH2:17][CH2:16][N:15]2[C:18]([C:24]([F:27])([F:26])[F:25])=[N:19][C:20]([C:21](=[O:23])[NH2:22])=[C:14]2[CH2:13]1)=[O:11])(C)(C)C.[ClH:39]>C(OCC)(=O)C>[ClH:39].[NH2:7][C@H:8]([CH2:28][C:29]1[CH:34]=[C:33]([F:35])[C:32]([F:36])=[CH:31][C:30]=1[F:37])[CH2:9][C:10]([N:12]1[CH2:17][CH2:16][N:15]2[C:18]([C:24]([F:27])([F:25])[F:26])=[N:19][C:20]([C:21]([NH2:22])=[O:23])=[C:14]2[CH2:13]1)=[O:11]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57518447HCID 57518447, compound

Product 1

HCID 44194235HCID 44194235, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

(R)-[3-(1-Carbamoyl-3-trifluoromethyl-5,6-dihydro-8H-imidazo[1,5-a]pyrazin-7-yl)-3-oxo-1-(2,4,5-trifluoro-benzyl)-propyl]-carbamic acid tert-butyl ester 24a (0.16 g, 0.29 mmol) and 2 mL of ethyl acetate were added into the reaction flask. A solution of 2.7 N hydrochloric acid in 5 mL of ethyl acetate was then added to the flask. The reaction mixture was reacted at room temperature for 3 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 (R)-7-[3-amino-4-(2,4,5-trifluoro-phenyl)-butyryl]-3-trifluoromethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine-1-carboxylic acid amide hydrochloride 24 (150 mg, yield 95%) as a white solid.

Workup

  1. customThe reaction mixture was reacted at room temperature for 3 hours
  2. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-c51bf7e6475e44d68a78110d8fc1023a
Source dataset
uspto-grants-2013_08
Patent number
US08513411B2

Reaction notes

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