4-Fluoropiperidine hydrochloride → 4-fluoro-1-(1-methyl-4-nitro-1H-pyrazol-5-yl)piperidine

HRID 2089365Notes

Reaction equation

HRID 2089365 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][NH:16][CH2:15][CH2:14]1>>[F:12][CH:13]1[CH2:18][CH2:17][N:16]([C:2]2[N:6]([CH3:7])[N:5]=[CH:4][C:3]=2[N+:8]([O-:10])=[O:9])[CH2:15][CH2:14]1

Participants

3

Reactant 2

HCID 27591584-Fluoropiperidine hydrochlorideHCID 123448365-chloro-1-methyl-4-nitro-1H-pyrazole

Product 1

HCID 584647554-fluoro-1-(1-methyl-4-nitro-1H-pyrazol-5-yl)piperidineYield 99%

Procedure

Reaction of 5-chloro-1-methyl-4-nitro-1H-pyrazole and 4-fluoropiperidine hydrochloride gave 4-fluoro-1-(1-methyl-4-nitro-1H-pyrazol-5-yl)piperidine as a white solid (280 mg, 99%). 1H NMR (400 MHz, CDCl3) δ 8.02 (s, 1H), 4.86 (dtt, J=47.9, 7.1, 3.6 Hz, 1H), 3.77 (s, 3H), 3.37 (d, J=9.4 Hz, 2H), 3.20-3.12 (m, 2H), 2.16-2.06 (m, 1H), 2.07-1.92 (m, 3H)

Sources & evidence

ORD record
ord-95f1afa93e7045fb8882ab9ced4ed7af
Source dataset
uspto-grants-2013_05
Patent number
US08436001B2

Reaction notes

Loading…