2-Chloro-5-nitropyridine → 1-(5-Aminopyridin-2-yl)pyrrolidin-3-ol

HRID 2271617Notes

Reaction equation

HRID 2271617 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=O)=[CH:4][N:3]=1.[NH:11]1[CH2:15][CH2:14][CH:13]([OH:16])[CH2:12]1>>[NH2:8][C:5]1[CH:6]=[CH:7][C:2]([N:11]2[CH2:15][CH2:14][CH:13]([OH:16])[CH2:12]2)=[N:3][CH:4]=1

Participants

3

Reactant 2

HCID 783082-Chloro-5-nitropyridineHCID 982104-Hydroxypyrrolidine

Product 1

HCID 534081671-(5-Aminopyridin-2-yl)pyrrolidin-3-olYield 79.2%

Procedure

Following General procedure H, 2-chloro-5-nitropyridine (500 mg, 3.1 mmol) was reacted with pyrrolidin-3-ol (330 mg, 3.5 mmol) followed by reduction to afford the desired product (440 mg, 52%) as a purple solid: ESI MS m/z 180 [C9H13N3O+H]+.

Sources & evidence

ORD record
ord-cf9f8487b00e4a7ca736a521ceecab05
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

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