1H-1,2,4-Triazole → 3-phenyl-5-(1H-1,2,4-triazol-1-yl)-1H-pyrazolo[3,4-c]pyridine

HRID 1774978Notes

Reaction equation

HRID 1774978 reaction equation
Br[C:2]1[CH:3]=[C:4]2[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[N:9][N:8](C3CCCCO3)[C:5]2=[CH:6][N:7]=1.[NH:23]1[CH:27]=[N:26][CH:25]=[N:24]1>>[C:11]1([C:10]2[C:4]3[C:5](=[CH:6][N:7]=[C:2]([N:23]4[CH:27]=[N:26][CH:25]=[N:24]4)[CH:3]=3)[NH:8][N:9]=2)[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

3

Reactant 2

HCID 92571H-1,2,4-TriazoleHCID 866766845-bromo-3-phenyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-c]pyridine

Product 1

HCID 712536013-phenyl-5-(1H-1,2,4-triazol-1-yl)-1H-pyrazolo[3,4-c]pyridineYield 27%

Procedure

Following the procedures of Examples 146 and 131, 5-bromo-3-phenyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-c]pyridine and 1,2,4-triazole were reacted to give 142 as a white solid (20 mg, 27%) over two steps. ESI MS m/z 263.0 (M+1). 1H NMR (400 MHz, DMSO): 14.32 (s, 1H), 9.36 (s, 1H), 9.09 (d, J=1.0 Hz, 1H), 8.38 (d, J=1.0 Hz, 1H), 8.30 (s, 1H), 8.07-8.00 (m, 2H), 7.60 (t, J=7.6 Hz, 2H), 7.48 (t, J=7.4 Hz, 1H)

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-c93a7cdd64c040ad87d5a750a71f42cb
Source dataset
uspto-grants-2016_02
Patent number
US09260425B2

Reaction notes

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