Hydrochloric Acid → 7-[(3R)-3-Amino-4-(2,4,5-trifluorophenyl)butanoyl]-2-(trifluoromethyl)-5,6,7,8-tetrahydro[1,2,4]triazolo[1,5-alpha]pyrazine, hydrochloride

HRID 133064Notes

Reaction equation

HRID 133064 reaction equation
C(OC([NH:8][C@H:9]([CH2:26][C:27]1[CH:32]=[C:31]([F:33])[C:30]([F:34])=[CH:29][C:28]=1[F:35])[CH2:10][C:11]([N:13]1[CH2:18][CH2:17][N:16]2[N:19]=[C:20]([C:22]([F:25])([F:24])[F:23])[N:21]=[C:15]2[CH2:14]1)=[O:12])=O)(C)(C)C.[ClH:36]>CO>[ClH:36].[NH2:8][C@H:9]([CH2:26][C:27]1[CH:32]=[C:31]([F:33])[C:30]([F:34])=[CH:29][C:28]=1[F:35])[CH2:10][C:11]([N:13]1[CH2:18][CH2:17][N:16]2[N:19]=[C:20]([C:22]([F:25])([F:24])[F:23])[N:21]=[C:15]2[CH2:14]1)=[O:12]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 1317269357-[(3R)-3-[(tert-Butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoyl]-2-(trifluoromethyl)-5,6,7,8-tetrahydro[1,2,4]triazolo[1,5-alpha]pyrazine

Product 1

HCID 873007777-[(3R)-3-Amino-4-(2,4,5-trifluorophenyl)butanoyl]-2-(trifluoromethyl)-5,6,7,8-tetrahydro[1,2,4]triazolo[1,5-alpha]pyrazine, hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 7-[(3R)-3-[(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl) butanoyl]-2-(trifluoromethyl)-5,6,7,8-tetrahydro[1,2,4]triazolo[1,5-α]pyrazine (63.1 mg, 0.12 mmol, from Step E) was added 3 mL of methanol saturated with hydrogen chloride at 0° C. The reaction was stirred at ambient temperature for 45 min. Concentration gave the title compound as a white solid.

Workup

  1. concentrationConcentration

Sources & evidence

ORD record
ord-1b5c8a7cfb5840a9b5d99bd570d60994
Source dataset
uspto-grants-2008_06
Patent number
US07390809B2

Reaction notes

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