Ethanolamine → HCID 86707762, compound

HRID 2410107Notes

Reaction equation

HRID 2410107 reaction equation
[Br:1][C:2]1[C:3]([O:9][CH3:10])=[N:4][C:5](Cl)=[N:6][CH:7]=1.[NH2:11][CH2:12][CH2:13][OH:14]>C1COCC1>[Br:1][C:2]1[C:3]([O:9][CH3:10])=[N:4][C:5]([NH:11][CH2:12][CH2:13][OH:14])=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 700Ethanolamine2×HCID 36631435-Bromo-2-chloro-4-methoxypyrimidine

Product 1

HCID 86707762HCID 86707762, compoundYield 73.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 5-bromo-2-chloro-4-methoxypyrimidine (5 g, 22.4 mmol) and 2-amino ethanol (1.76 mL, 29.1 mmol) in THF (50 mL) was stirred for 18 h at rt. 2-Amino ethanol (2 mL) was added. The reaction mixture was stirred for 18 h at rt and concentrated. The residue was purified by flash chromatography (hexane/EtOAc, 3:2) to afford 4.08 g of the title compound. tR: 0.70 min (LC-MS 2); ESI-MS: 248.2 [M+H]+ (LC-MS 2); Rf: 0.06 (hexane/EtOAc 3:2).

Workup

  1. stirringThe reaction mixture was stirred for 18 h at rt
  2. concentrationconcentrated
  3. customThe residue was purified by flash chromatography (hexane/EtOAc, 3:2)

Sources & evidence

ORD record
ord-1945be2479564231a781ee409fe0eb28
Source dataset
uspto-grants-2014_08
Patent number
US08815926B2

Reaction notes

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