Hydrochloric Acid → HCID 44194136, compound

HRID 221459Notes

Reaction equation

HRID 221459 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-0c26c7f2f14b4e188033798f472d8d10
Source dataset
uspto-grants-2012_06
Patent number
US08207161B2

Reaction notes

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