1-(4-Fluorophenyl)-4-methyl-5-piperidino-4,5-dihydro-1,2,3-triazole → 1-(2-Fluorophenyl)-4-methyl-1H-1,2,3-triazole

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[CH:12](N2CCCCC2)[CH:11]([CH3:19])[N:10]=[N:9]1.FC1C=CC(N2C(N3CCCCC3)C(C)N=N2)=CC=1>>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[CH:12]=[C:11]([CH3:19])[N:10]=[N:9]1

Participants

Reactant 2

HCID 199146541-(4-Fluorophenyl)-4-methyl-5-piperidino-4,5-dihydro-1,2,3-triazole

HCID 674982371-(1-(2-fluorophenyl)-4-methyl-4,5-dihydro-1H-1,2,3-triazol-5-yl)piperidine

Product 1

HCID 594855651-(2-Fluorophenyl)-4-methyl-1H-1,2,3-triazoleYield 65.4%

Procedure

As described for example 60c, 1-(1-(2-fluorophenyl)-4-methyl-4,5-dihydro-1H-1,2,3-triazol-5-yl)piperidine (1.32 g, 5.32 mmol), instead of 1-[3-(4-fluoro-phenyl)-5-methyl-4,5-dihydro-3H-[1,2,3]triazol-4-yl]-piperidine, was converted to the title compound (616 mg, 65%) which was obtained as a colourless liquid. MS: m/e=178.1 [M+H]+.

Sources & evidence

ORD record: ord-c5dc034016824e3fa866d6202887e33a
Source dataset: uspto-grants-2014_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08742097B2

Reaction notes

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