Hydrochloric Acid → HCID 57518422, compound

HRID 1895607Notes

Reaction equation

HRID 1895607 reaction equation
C(OC(=O)[NH:7][C@@H:8]1[CH2:13][CH2:12][CH2:11][N:10]([C:14]([C:16]2[N:17]=[C:18]([C:47]([F:50])([F:49])[F:48])[N:19]3[CH2:24][CH2:23][N:22]([C:25](=[O:46])[CH2:26][CH:27]([NH:38]C(OC(C)(C)C)=O)[CH2:28][C:29]4[CH:34]=[C:33]([F:35])[C:32]([F:36])=[CH:31][C:30]=4[F:37])[CH2:21][C:20]=23)=[O:15])[CH2:9]1)(C)(C)C.[ClH:52]>C(OCC)(=O)C>[ClH:52].[ClH:52].[NH2:38][C@H:27]([CH2:28][C:29]1[CH:34]=[C:33]([F:35])[C:32]([F:36])=[CH:31][C:30]=1[F:37])[CH2:26][C:25]([N:22]1[CH2:23][CH2:24][N:19]2[C:18]([C:47]([F:50])([F:49])[F:48])=[N:17][C:16]([C:14]([N:10]3[CH2:11][CH2:12][CH2:13][CH:8]([NH2:7])[CH2:9]3)=[O:15])=[C:20]2[CH2:21]1)=[O:46]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57518424HCID 57518424, compound

Product 1

HCID 57518422HCID 57518422, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

(R)-(1-{7-[3-tert-Butoxycarbonylamino-4-(2,4,5-trifluoro-phenyl)-butyryl]-3-trifluoromethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine-1-carbonyl}-piperidin-3-yl)-carbamic acid tert-butyl ester 11c (0.1 g, 0.163 mmol) was added to a solution of 2.3 N hydrochloric acid in 10 mL of ethyl acetate. 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)-3-amino-1-[1-(3-amino-piperidine-1-carbonyl)-3-trifluoromethyl-5,6-dihydro-8H-imidazo[1,5-a]pyrazin-7-yl]-4-(2,4,5-trifluoro-phenyl)-butan-1-one dihydrochloride 11 (0.09 g, 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-5f885a75f00f47a4be50e96d1bb9dbb7
Source dataset
uspto-grants-2013_08
Patent number
US08513411B2

Reaction notes

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