3-FLUOROPIPERIDINE HYDROCHLORIDE → 3-fluoro-1-(1-methyl-4-nitro-1H-pyrazol-5-yl)piperidine

HRID 1185366Notes

Reaction equation

HRID 1185366 reaction equation
Cl[C:2]1[N:6]([CH3:7])[N:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].Cl.[F:12][CH:13]1[CH2:18][CH2:17][CH2:16][NH:15][CH2:14]1>>[F:12][CH:13]1[CH2:18][CH2:17][CH2:16][N:15]([C:2]2[N:6]([CH3:7])[N:5]=[CH:4][C:3]=2[N+:8]([O-:10])=[O:9])[CH2:14]1

Participants

3

Reactant 2

HCID 27591563-FLUOROPIPERIDINE HYDROCHLORIDEHCID 123448365-chloro-1-methyl-4-nitro-1H-pyrazole

Product 1

HCID 584649813-fluoro-1-(1-methyl-4-nitro-1H-pyrazol-5-yl)piperidineYield 97%

Procedure

Reaction of 5-chloro-1-methyl-4-nitro-1H-pyrazole and 3-fluoropiperidine hydrochloride gave 3-fluoro-1-(1-methyl-4-nitro-1H-pyrazol-5-yl)piperidine as a yellow oil (0.27 g, 97%). 1H NMR (400 MHz, CDCl3) δ 8.02 (s, 1H), 4.88-4.71 (m, 1H), 3.79 (s, 3H), 3.47 (ddd, J=29.8, 12.8, 2.1 Hz, 1H), 3.32-3.15 (m, 2H), 3.07-2.99 (m, 1H), 2.11-1.99 (m, 2H), 1.95-1.76 (m, 1H), 1.74-1.62 (m, 1H)

Sources & evidence

ORD record
ord-93dde2c7643c4eab82d98b7e5cbc3d89
Source dataset
uspto-grants-2014_03
Patent number
US08669361B2

Reaction notes

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