2-(Methylamino)ethanol → HCID 86707761, compound

HRID 2410106Notes

Reaction equation

HRID 2410106 reaction equation
[Br:1][C:2]1[C:3]([O:9][CH3:10])=[N:4][C:5](Cl)=[N:6][CH:7]=1.[CH3:11][NH:12][CH2:13][CH2:14][OH:15]>C1COCC1>[Br:1][C:2]1[C:3]([O:9][CH3:10])=[N:4][C:5]([N:12]([CH3:11])[CH2:13][CH2:14][OH:15])=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 80162-(Methylamino)ethanolHCID 36631435-Bromo-2-chloro-4-methoxypyrimidine

Product 1

HCID 86707761HCID 86707761, compoundYield 91.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 5-bromo-2-chloro-4-methoxypyrimidine (5 g, 22.4 mmol) and 2-(methylamino)ethanol (2.19 g, 29.1 mmol) in THF (40 mL) was stirred for 18 h at rt and concentrated. The residue was purified by flash chromatography (hexane/EtOAc, 3:2) to afford 5.38 g of the title compound. tR: 0.84 min (LC-MS 2); ESI-MS: 262.1/264.1 [M+H]+ (LC-MS 2); Rf: 0.15 (hexane/EtOAc 3:2).

Workup

  1. concentrationconcentrated
  2. customThe residue was purified by flash chromatography (hexane/EtOAc, 3:2)

Sources & evidence

ORD record
ord-f8dac6ae1d7648dba7804ae2184e23e7
Source dataset
uspto-grants-2014_08
Patent number
US08815926B2

Reaction notes

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