(2S)-2-Amino-3,3-dimethyl-1-butanol → (S)-3-(2,5-difluorophenyl)-N-(1-hydroxy-3,3-dimethylbutan-2-yl)-5-methyl-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine-1-carboxamide

HRID 242472

Reaction equation

HRID 242472 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[C:9]1[C:13]2[CH2:14][N:15]([CH3:18])[CH2:16][CH2:17][C:12]=2[N:11]([C:19]([NH:21][C@@H:22]([C:27]([CH3:30])([CH3:29])[CH3:28])[C:23](NC)=[O:24])=[O:20])[N:10]=1.N[C@H](CO)C(C)(C)C>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[C:9]1[C:13]2[CH2:14][N:15]([CH3:18])[CH2:16][CH2:17][C:12]=2[N:11]([C:19]([NH:21][C@@H:22]([C:27]([CH3:30])([CH3:29])[CH3:28])[CH2:23][OH:24])=[O:20])[N:10]=1

Participants

3

Reactant 2

HCID 2734079(2S)-2-Amino-3,3-dimethyl-1-butanolHCID 59345319(S)-3-(2,5-difluorophenyl)-N-(3,3-dimethyl-1-(methylamino)-1-oxobutan-2-yl)-5-methyl-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine-1-carboxamide

Product 1

HCID 46862675(S)-3-(2,5-difluorophenyl)-N-(1-hydroxy-3,3-dimethylbutan-2-yl)-5-methyl-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine-1-carboxamide

Procedure

Compound 66 was prepared according to the procedure described for the synthesis of compound 64 by replacing tert-leucine methylamide with tert-leucinol. LCMS (+ESI) m/z=393.3 [M+H]+.

Sources & evidence

ORD record
ord-e36008064eeb4e7dbd22fcff7646e1d0
Source dataset
uspto-grants-2014_02
Patent number
US08653127B2

Linked notes

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