Hydrochloric Acid → HCID 44193936, compound

HRID 1895598Notes

Reaction equation

HRID 1895598 reaction equation
C(OC(=O)[NH:7][C@H:8]([CH2:35][C:36]1[CH:41]=[C:40]([F:42])[C:39]([F:43])=[CH:38][C:37]=1[F:44])[CH2:9][C:10]([N:12]1[CH2:17][CH2:16][N:15]2[C:18]([C:31]([F:34])([F:33])[F:32])=[N:19][C:20]([C:21]([N:23]3[CH2:28][CH2:27][S:26](=[O:30])(=[O:29])[CH2:25][CH2:24]3)=[O:22])=[C:14]2[CH2:13]1)=[O:11])(C)(C)C.[ClH:46]>C(OCC)(=O)C>[ClH:46].[NH2:7][C@H:8]([CH2:35][C:36]1[CH:41]=[C:40]([F:42])[C:39]([F:43])=[CH:38][C:37]=1[F:44])[CH2:9][C:10]([N:12]1[CH2:17][CH2:16][N:15]2[C:18]([C:31]([F:32])([F:33])[F:34])=[N:19][C:20]([C:21]([N:23]3[CH2:24][CH2:25][S:26](=[O:30])(=[O:29])[CH2:27][CH2:28]3)=[O:22])=[C:14]2[CH2:13]1)=[O:11]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57518412(R)-[3-[1-(1,1-dioxo-thiomorpholine-4-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

Product 1

HCID 44193936HCID 44193936, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

(R)-[3-[1-(1,1-Dioxo-thiomorpholine-4-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 6a (0.15 g, 0.22 mmol) was dissolved in a solution of 3.1 N hydrochloric acid in 4 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-(1,1-dioxo-thio-morpholine-4-carbonyl)-3-trifluoromethyl-5,6-dihydro-8H-imidazo[1,5-a]pyrazin-7-yl]-4-(2,4,5-trifluoro-phenyl)-butan-1-one hydrochloride 6 (140 mg) as a light yellow 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-b775beb1e1cb454687fe1fe0f220c4f5
Source dataset
uspto-grants-2013_08
Patent number
US08513411B2

Reaction notes

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