(R)-b-(Boc-amino)-2,5-difluorobenzenebutanoic acid → Hydrochloric Acid

HRID 969750Notes

Reaction equation

HRID 969750 reaction equation
[ClH:1].[CH3:2][CH:3]1[CH2:8][N:7]2[C:9]([C:12]([F:15])([F:14])[F:13])=[N:10][N:11]=[C:6]2[CH:5]([CH3:16])[NH:4]1.CC(C)(OC([NH:23][C@H:24]([CH2:29][C:30]1[CH:35]=[C:34]([F:36])[CH:33]=[CH:32][C:31]=1[F:37])[CH2:25][C:26](O)=[O:27])=O)C>>[ClH:1].[ClH:1].[NH2:23][C@H:24]([CH2:29][C:30]1[CH:35]=[C:34]([F:36])[CH:33]=[CH:32][C:31]=1[F:37])[CH2:25][C:26]([N:4]1[CH:3]([CH3:2])[CH2:8][N:7]2[C:9]([C:12]([F:15])([F:13])[F:14])=[N:10][N:11]=[C:6]2[CH:5]1[CH3:16])=[O:27]

Participants

4

Reactant 2

HCID 11347588(R)-b-(Boc-amino)-2,5-difluorobenzenebutanoic acid2×HCID 1317267166,8-Dimethyl-3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-a]pyrazine, hydrochloride

Product 2

HCID 313Hydrochloric AcidHCID 1317267157-[(3R)-3-Amino-4-(2,5-difluorophenyl)butanoyl]-6,8-dimethyl-3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-a]pyrazine, Hydrochloride

Procedure

The title compound is prepared by coupling 6,8-dimethyl-3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-a]pyrazine, hydrochloride from Example 8, Step C with (3R)-3-[(1,1-dimethylethoxycarbonyl)amino]-4-(2,5-difluorophenyl)butanoic acid (Intermediate 1). Treatment of the coupled product with methanolic hydrogen chloride provides the title compound.

Workup

  1. customThe title compound is prepared

Sources & evidence

ORD record
ord-e3dceb9acd0f4a08a0736f8799b6fc94
Source dataset
uspto-grants-2007_12
Patent number
US07307164B2

Reaction notes

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