Ammonia → 2-Chloro-5-methoxypyrimidin-4-amine

HRID 2400339Notes

Reaction equation

HRID 2400339 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([O:9][CH3:10])=[CH:4][N:3]=1.[NH3:11]>CO>[Cl:1][C:2]1[N:7]=[C:6]([NH2:11])[C:5]([O:9][CH3:10])=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 6014012,4-Dichloro-5-methoxypyrimidine

Product 1

HCID 569495382-Chloro-5-methoxypyrimidin-4-amine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 2,4 dichloro-5-methoxypyrimidine (0.45 g, 2.5 mmol) and ammonia in methanol (2N, 20 ml) was stirred at room temperature overnight. The mixture was then concentrated in vacuo and washed with water. The residue was purified by column chromatography (20-60% ethyl acetate/petroleum ether) to furnish the title compound as a white solid (211 mg). MS: [M+H]+=160

Workup

  1. concentrationThe mixture was then concentrated in vacuo
  2. washwashed with water
  3. customThe residue was purified by column chromatography (20-60% ethyl acetate/petroleum ether)

Sources & evidence

ORD record
ord-e3a34c5197bd42178377e0d632b1b333
Source dataset
uspto-grants-2014_08
Patent number
US08796244B2

Reaction notes

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