Hydrochloric Acid → HCID 44194136, compound

HRID 1895619Notes

Reaction equation

HRID 1895619 reaction equation
C(OC(=O)[NH:7][C@H:8]([CH2:36][C:37]1[CH:42]=[C:41]([F:43])[C:40]([F:44])=[CH:39][C:38]=1[F:45])[CH2:9][C:10]([N:12]1[CH2:17][CH2:16][N:15]2[C:18]([C:32]([F:35])([F:34])[F:33])=[N:19][C:20]([C:21]([N:23]3[CH2:28][CH2:27][N:26]([C:29](=[O:31])[CH3:30])[CH2:25][CH2:24]3)=[O:22])=[C:14]2[CH2:13]1)=[O:11])(C)(C)C.[ClH:47]>C(OCC)(=O)C>[ClH:47].[C:29]([N:26]1[CH2:27][CH2:28][N:23]([C:21]([C:20]2[N:19]=[C:18]([C:32]([F:34])([F:33])[F:35])[N:15]3[CH2:16][CH2:17][N:12]([C:10](=[O:11])[CH2:9][C@H:8]([NH2:7])[CH2:36][C:37]4[CH:42]=[C:41]([F:43])[C:40]([F:44])=[CH:39][C:38]=4[F:45])[CH2:13][C:14]=23)=[O:22])[CH2:24][CH2:25]1)(=[O:31])[CH3:30]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57518434HCID 57518434, compound

Product 1

HCID 44194136HCID 44194136, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

(R)-[3-[1-(4-Acetyl-piperazine-1-carbonyl)-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 17a (0.08 g, 0.12 mmol) and 2 mL of ethyl acetate were added into the reaction flask. A solution of 2.7 N hydrochloric acid in 2 mL of ethyl acetate was then added to the flask. The reaction mixture was reacted at room temperature overnight 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)-1-[1-(4-acetyl-piperazine-1-carbonyl)-3-trifluoromethyl-5,6-dihydro-8H-imidazo[1,5-a]pyrazin-7-yl]-3-amino-4-(2,4,5-trifluoro-phenyl)-butan-1-one hydrochloride 17 (70 mg, yield 98%) as a white solid.

Workup

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

Sources & evidence

ORD record
ord-9a460c2792e64086bd118e2d69947d6d
Source dataset
uspto-grants-2013_08
Patent number
US08513411B2

Reaction notes

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