Hydrochloric Acid → HCID 44194233, compound

HRID 221470Notes

Reaction equation

HRID 221470 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[N:7]=[C:8]([C:37]([F:40])([F:39])[F:38])[N:9]2[CH2:14][CH2:13][N:12]([C:15](=[O:36])[CH2:16][C@H:17]([NH:28]C(OC(C)(C)C)=O)[CH2:18][C:19]3[CH:24]=[C:23]([F:25])[C:22]([F:26])=[CH:21][C:20]=3[F:27])[CH2:11][C:10]=12)=[O:5])[CH3:2].[ClH:41]>C(OCC)(=O)C>[ClH:41].[CH2:1]([O:3][C:4]([C:6]1[N:7]=[C:8]([C:37]([F:39])([F:40])[F:38])[N:9]2[CH2:14][CH2:13][N:12]([C:15](=[O:36])[CH2:16][C@H:17]([NH2:28])[CH2:18][C:19]3[CH:24]=[C:23]([F:25])[C:22]([F:26])=[CH:21][C:20]=3[F:27])[CH2:11][C:10]=12)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59548968HCID 59548968, compound

Product 1

HCID 44194233HCID 44194233, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

(R)-7-[3-tert-Butoxycarbonylamino-4-(2,4,5-trifluoro-phenyl)-butyryl]-3-trifluoromethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine-1-carboxylic acid ethyl ester 23a (0.09 g, 0.156 mmol) and 2 mL of ethyl acetate were added into the reaction flask. A solution of 2.7 N hydrochloric acid in 4 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 ethyl ester hydrochloride 23 (80 mg, yield 99%) 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-e62edb50153643a18e0742e9ae23546f
Source dataset
uspto-grants-2012_06
Patent number
US08207161B2

Reaction notes

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