4-Piperidinecarboxamide → (S)-N-(1-(4-carbamoylpiperidin-1-yl)-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

HRID 242482Notes

Reaction equation

HRID 242482 reaction equation
NC(=O)[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]C(C)C.N1CC[CH:42]([C:45]([NH2:47])=[O:46])[CH2:41][CH2:40]1>>[C:45]([CH:42]1[CH2:41][CH2:40][N:8]([C:9](=[O:37])[C@@H:10]([NH:15][C:16]([N:18]2[C:26]3[CH2:25][CH2:24][N:23]([CH3:27])[CH2:22][C:21]=3[C:20]([C:28]3[CH:33]=[C:32]([F:34])[C:31]([F:35])=[CH:30][C:29]=3[F:36])=[N:19]2)=[O:17])[C:11]([CH3:14])([CH3:12])[CH3:13])[CH2:3][CH2:4]1)(=[O:46])[NH2:47]

Participants

3

Reactant 2

HCID 37724-PiperidinecarboxamideHCID 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 46862034(S)-N-(1-(4-carbamoylpiperidin-1-yl)-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

Procedure

Compound 79 was prepared according to the procedure described for the synthesis of compound 72 by replacing leucine amide with piperidine-4-carboxamide. LCMS (+ESI) m/z=535.4 [M+H]+.

Sources & evidence

ORD record
ord-3ae89cbda67b4e739fed19fc6445a8f0
Source dataset
uspto-grants-2014_02
Patent number
US08653127B2

Reaction notes

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