Potassium Carbonate → {3-Chloro-4-[(2-chloroethyl)methylamino]pyridin-2-yl}methanol

HRID 1637621Notes

Reaction equation

HRID 1637621 reaction equation
C([O:4][CH2:5][C:6]1[C:11]([Cl:12])=[C:10]([N:13]([CH2:15][CH2:16][Cl:17])[CH3:14])[CH:9]=[CH:8][N:7]=1)(=O)C.C(=O)([O-])[O-].[K+].[K+]>CO>[Cl:12][C:11]1[C:6]([CH2:5][OH:4])=[N:7][CH:8]=[CH:9][C:10]=1[N:13]([CH2:15][CH2:16][Cl:17])[CH3:14]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 187994093-Chloro-4-[(2-chloroethyl)methylamino]pyridin-2-ylmethyl acetate

Product 1

HCID 53764863{3-Chloro-4-[(2-chloroethyl)methylamino]pyridin-2-yl}methanolYield 92.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.83 g of 3-chloro-4-[(2-chloroethyl)-methylamino]-pyridin-2-ylmethyl acetate and 250 mg of potassium carbonate in 20 ml of methanol are stirred at room temperature for 8 h. The mixture is then filtered and the filtrate is concentrated. The residue is triturated with diethyl ether. 1.43 g (92%) of the title compound are isolated as a beige solid. M.p. 91-96° C.

Workup

  1. filtrationThe mixture is then filtered
  2. concentrationthe filtrate is concentrated
  3. customThe residue is triturated with diethyl ether

Sources & evidence

ORD record
ord-f96adf8687cb415aa04cf998ad61f62b
Source dataset
uspto-grants-2000_03
Patent number
US06043242

Reaction notes

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