Ethanolamine → 2-(2-Chloro-5-iodopyrimidine-4-ylamino)ethanol

HRID 38214Notes

Reaction equation

[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([I:9])=[CH:4][N:3]=1.[NH2:10][CH2:11][CH2:12][OH:13]>>[Cl:1][C:2]1[N:7]=[C:6]([NH:10][CH2:11][CH2:12][OH:13])[C:5]([I:9])=[CH:4][N:3]=1

Participants

Reactant 2

HCID 700Ethanolamine

HCID 2634382,4-Dichloro-5-iodopyrimidine

Product 1

HCID 595508722-(2-Chloro-5-iodopyrimidine-4-ylamino)ethanolYield 83%

Procedure

In analogy to GP 2, reaction of 2,4-dichloro-5-iodopyrimidine (2.0 g, 7.3 mmol) with 2-amino-ethanol (480 mg, 7.9 mmol) provided the desired product in 83% yield (1.8 g) after chromatographic purification (silica gel, dichloromethane/methanol (0% to 20% methanol)).

Sources & evidence

ORD record: ord-7681153ed3134628bec66a00bfedbf4a
Source dataset: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08524724B2

Reaction notes

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