(3-bromo-1-cyclobutyl-1H-pyrazol-4-yl)methanol → 2'-cyclobutyl-4',6'-dihydrospiro[piperidine-4,5'-pyrazolo[3,4-c]pyridin]-7'(2'H)-one

HRID 880918Notes

Reaction equation

HRID 880918 reaction equation
[C:1]([N:6]1[CH:14]=[C:13]2[C:8]([C:9](=[O:20])[NH:10][C:11]3([CH2:19][CH2:18][NH:17][CH2:16][CH2:15]3)[CH2:12]2)=[N:7]1)([CH2:4][CH3:5])([CH3:3])C.BrC1C(CO)=CN(C2CCC2)N=1>>[CH:1]1([N:6]2[CH:14]=[C:13]3[C:8]([C:9](=[O:20])[NH:10][C:11]4([CH2:15][CH2:16][NH:17][CH2:18][CH2:19]4)[CH2:12]3)=[N:7]2)[CH2:4][CH2:5][CH2:3]1

Participants

3

Reactant 2

HCID 67491575(3-bromo-1-cyclobutyl-1H-pyrazol-4-yl)methanolHCID 674916582'-tert-pentyl-4',6'-dihydrospiro[piperidine-4,5'-pyrazolo[3,4-c]pyridin]-7'(2'H)-one

Product 1

HCID 674914242'-cyclobutyl-4',6'-dihydrospiro[piperidine-4,5'-pyrazolo[3,4-c]pyridin]-7'(2'H)-one

Procedure

The title compound was prepared by a method analogous to that described for Intermediate 5, Steps 3-5, using (3-bromo-1-cyclobutyl-1H-pyrazol-4-yl)methanol. +ESI (M+H) 261.3; 1H NMR (400 MHz, CD3OD, 6): 7.62 (s, 1H), 4.84-4.92 (m, 1H), 3.21-3.36 (m, 4H), 2.93 (s, 2H), 2.50-2.63 (m, 2H), 2.40-2.50 (m, 2H), 1.82-2.05 (m, 6H).

Sources & evidence

ORD record
ord-03caedce76864899af725cf5481033cc
Source dataset
uspto-grants-2015_03
Patent number
US08993586B2

Reaction notes

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