Ethanolamine → 2-[(2-chloropyrimidin-4-yl)amino]ethanol

HRID 1855448Notes

Reaction equation

HRID 1855448 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[CH:4][N:3]=1.[CH2:9]([CH2:11][NH2:12])[OH:10]>>[Cl:1][C:2]1[N:7]=[C:6]([NH:12][CH2:11][CH2:9][OH:10])[CH:5]=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 700EthanolamineHCID 775312,4-Dichloropyrimidine

Product 1

HCID 47376282-[(2-chloropyrimidin-4-yl)amino]ethanolYield 16%

Procedure

Prepared in analogy to example 98a), using 2,4-dichloro-pyrimidine and ethanolamine. The title compound was isolated as a colorless solid in a yield of 16%. MS ISP (m/e): 174.3 & 172.1 (100 & 40) [(M+H)+]. 1H NMR (DMSO-D6, 300 MHz): δ (ppm)=7.90 (s broad, 1H), 7.84 (d, 1H), 6.48 (d, 1H), 4.77 (t, 1H), 3.52 (qa, 2H), 3.26 (qa broad, 2H).

Workup

  1. customPrepared in analogy to example 98a),

Sources & evidence

ORD record
ord-647dc4846dd547f89b89f32f411db102
Source dataset
uspto-grants-2015_02
Patent number
US08962834B2

Reaction notes

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