(2S)-N-methylpyrrolidine-2-carboxamide → N-((S)-3,3-dimethyl-1-((S)-2-(methyl-carbamoyl)pyrrolidin-1-yl)-1-oxobutan-2-yl)-5-methyl-3-(2,4,5-trifluorophenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine-1-carboxamide

HRID 242480Notes

Reaction equation

HRID 242480 reaction equation
[NH2:1][C:2](=[O:38])[C@@H:3]([NH:8][C:9](=[O:37])[C@@H:10]([NH:15][C:16]([N:18]1[C:26]2[CH2:25][CH2:24][N:23]([CH3:27])[CH2:22][C:21]=2[C:20]([C:28]2[CH:33]=[C:32]([F:34])[C:31]([F:35])=[CH:30][C:29]=2[F:36])=[N:19]1)=[O:17])[C:11]([CH3:14])([CH3:13])[CH3:12])[CH2:4][CH:5]([CH3:7])C.[CH3:39]NC([C@@H]1CCCN1)=O>>[CH3:14][C:11]([CH3:12])([CH3:13])[C@H:10]([NH:15][C:16]([N:18]1[C:26]2[CH2:25][CH2:24][N:23]([CH3:27])[CH2:22][C:21]=2[C:20]([C:28]2[CH:33]=[C:32]([F:34])[C:31]([F:35])=[CH:30][C:29]=2[F:36])=[N:19]1)=[O:17])[C:9]([N:8]1[CH2:7][CH2:5][CH2:4][C@H:3]1[C:2](=[O:38])[NH:1][CH3:39])=[O:37]

Participants

3

Reactant 2

HCID 10374482(2S)-N-methylpyrrolidine-2-carboxamideHCID 46861923N-((S)-1-((S)-1-amino-4-methyl-1-oxopentan-2-ylamino)-3,3-dimethyl-1-oxobutan-2-yl)-5-methyl-3-(2,4,5-trifluorophenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine-1-carboxamide

Product 1

HCID 59345313N-((S)-3,3-dimethyl-1-((S)-2-(methyl-carbamoyl)pyrrolidin-1-yl)-1-oxobutan-2-yl)-5-methyl-3-(2,4,5-trifluorophenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine-1-carboxamide

Procedure

Compound 76 was prepared according to the procedure for the synthesis of compound 72 by replacing leucine amide with (S)-N-methylpyrrolidine-2-carboxamide. LCMS (+ESI) m/z=535.2 [M+H]+.

Sources & evidence

ORD record
ord-af9b1221eb3e44b1903056759152e5ae
Source dataset
uspto-grants-2014_02
Patent number
US08653127B2

Reaction notes

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