2-Chloro-5-nitropyridine → 6-[3-(Dimethylamino)-1-pyrrolidinyl]-3-pyridinamine

HRID 2271618Notes

Reaction equation

HRID 2271618 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=O)=[CH:4][N:3]=1.[CH3:11][N:12]([CH3:18])[CH:13]1[CH2:17][CH2:16][NH:15][CH2:14]1>>[CH3:11][N:12]([CH3:18])[CH:13]1[CH2:17][CH2:16][N:15]([C:2]2[N:3]=[CH:4][C:5]([NH2:8])=[CH:6][CH:7]=2)[CH2:14]1

Participants

3

Reactant 2

HCID 783082-Chloro-5-nitropyridineHCID 27585193-(Dimethylamino)pyrrolidine

Product 1

HCID 211056706-[3-(Dimethylamino)-1-pyrrolidinyl]-3-pyridinamineYield 56.3%

Procedure

Following General procedure H, 2-chloro-5-nitropyridine (500 mg, 3.1 mmol) was reacted with N,N-dimethylpyrrolidin-3-amine (400 mg, 3.5 mmol) followed by reduction to afford the desired product (360 mg, 56%) as a purple solid: ESI MS m/z 207 [C11H18N4+H]+.

Sources & evidence

ORD record
ord-b548e78a4b3b4be598b10e17046efe68
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

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