Methanol → 5-Chloro-5-(4,6-dimethoxy-2-pyrimidinyl)furo[3,4-b]pyridin-7(5H)-one

HRID 1779303Notes

Reaction equation

HRID 1779303 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([CH:11]2[C:19]3[C:14](=[N:15][CH:16]=[CH:17][CH:18]=3)[C:13](=[O:20])[O:12]2)[N:4]=1.CO.[O-][Cl:24].[Na+]>ClCCl>[Cl:24][C:11]1([C:5]2[N:4]=[C:3]([O:2][CH3:1])[CH:8]=[C:7]([O:9][CH3:10])[N:6]=2)[C:19]2[C:14](=[N:15][CH:16]=[CH:17][CH:18]=2)[C:13](=[O:20])[O:12]1

Participants

5

Reactant 3

HCID 887MethanolHCID 15300824HCID 15300824, compoundHCID 23665760Sodium Hypochlorite

Product 1

HCID 190506415-Chloro-5-(4,6-dimethoxy-2-pyrimidinyl)furo[3,4-b]pyridin-7(5H)-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 490 mg of 5-(4,6-dimethoxy-2-pyrimidinyl)furo[3,4,b]-pyridine-7(5H)one and 50 ml of methanol is heated at 55° for 1/2 hour or until a homogenous solution is formed. 2.6 g of NaOCl (common house bleach) is added dropwise. The mixture is taken up in dichloromethane an the organic phase separated and evaporated to dryness to yield the title compound, mp 146°-148° C.

Workup

  1. temperatureis heated at 55° for 1/2 hour or until a homogenous solution
  2. customis formed
  3. customseparated
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-eef9ef10a7034d2fb399cb2e794c4918
Source dataset
uspto-grants-1997_05
Patent number
US05627137

Reaction notes

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