Pyrrolidine → 1-(1,1-Dimethyl-2-pyrrolidin-1-yl-ethyl)4-nitro-1H-imidazole

HRID 553092Notes

Reaction equation

[CH3:1][C:2]([N:6]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[N:8]=[CH:7]1)([CH3:5])[CH:3]=O.[NH:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1>>[CH3:1][C:2]([N:6]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[N:8]=[CH:7]1)([CH3:5])[CH2:3][N:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1

Participants

Reactant 2

HCID 31268Pyrrolidine

HCID 866008092-Methyl-2-(4-nitro-imidazol-1-yl)-propionaldehyde

Product 1

HCID 671651351-(1,1-Dimethyl-2-pyrrolidin-1-yl-ethyl)4-nitro-1H-imidazole

Procedure

2-Methyl-2-(4-nitro-imidazol-1-yl)-propionaldehyde was reacted with pyrrolidine to provide the title compound: H1 NMR (400 MHz, CDCl3) 1.56 (s, 6H), 1.61 (m, 4H), 2.35 (m, 4H), 2.70 (m, 4H), 7.60 (s, 1H), 7.92 (s, 1H); MS m/z 239.2 (M+1).

Sources & evidence

ORD record: ord-a34e66e380b14dab9f51e48fa7533364
Source dataset: uspto-grants-2011_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07951958B2

Reaction notes

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