Ethanolamine → 2-[(5-Aminopyridin-2-yl)amino]ethanol

HRID 2271619Notes

Reaction equation

HRID 2271619 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=O)=[CH:4][N:3]=1.[NH2:11][CH2:12][CH2:13][OH:14]>>[NH2:8][C:5]1[CH:6]=[CH:7][C:2]([NH:11][CH2:12][CH2:13][OH:14])=[N:3][CH:4]=1

Participants

3

Reactant 2

HCID 700EthanolamineHCID 783082-Chloro-5-nitropyridine

Product 1

HCID 30153332-[(5-Aminopyridin-2-yl)amino]ethanolYield 65%

Procedure

Following General procedure H, 2-chloro-5-nitropyridine (500 mg, 3.1 mmol) was reacted with 2-aminoethanol (213 mg, 3.5 mmol) followed by reduction to afford the desired product (306 mg, 65%) as a purple solid: ESI MS m/z 154 [C7H11N3O+H]+.

Sources & evidence

ORD record
ord-9c83006317f1461c9b6a91cd5cdb4bc7
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

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