(S)-3-fluoropyrrolidine → HCID 58464744, compound

HRID 2089367Notes

Reaction equation

HRID 2089367 reaction equation
Cl[C:2]1[N:6]([CH3:7])[N:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].[F:11][C@H:12]1[CH2:16][CH2:15][NH:14][CH2:13]1>>[F:11][C@H:12]1[CH2:16][CH2:15][N:14]([C:2]2[N:6]([CH3:7])[N:5]=[CH:4][C:3]=2[N+:8]([O-:10])=[O:9])[CH2:13]1

Participants

3

Reactant 2

HCID 7016277(S)-3-fluoropyrrolidineHCID 123448365-chloro-1-methyl-4-nitro-1H-pyrazole

Product 1

HCID 58464744HCID 58464744, compoundYield 83%

Procedure

Reaction of 5-chloro-1-methyl-4-nitro-1H-pyrazole and (S)-3-fluoropyrrolidine gave (S)-5-(3-fluoropyrrolidin-1-yl)-1-methyl-4-nitro-1H-pyrazole as a yellow solid (220 g, 83%). 1H NMR (400 MHz, CDCl3) δ 8.05 (s, 1H), 5.48-5.31 (m, 1H), 3.79 (s, 3H), 3.73-3.57 (m, 2H), 3.49-3.37 (m, 2H), 2.46-2.27 (m, 2H)

Sources & evidence

ORD record
ord-8ae066c6249d480daf1fe1aa6b2948b2
Source dataset
uspto-grants-2013_05
Patent number
US08436001B2

Reaction notes

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