Hydrochloric Acid → HCID 57518422, compound

HRID 221449Notes

Reaction equation

HRID 221449 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-3a53eab9754043d281b51c61c2b444a9
Source dataset
uspto-grants-2012_06
Patent number
US08207161B2

Reaction notes

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