Sodium Carbonate → HCID 53847360, compound

HRID 431663Notes

Reaction equation

HRID 431663 reaction equation
[Cl:1][C:2]1[C:3]2[O:10][C:9]([C:11]([OH:13])=O)=[CH:8][C:4]=2[CH:5]=[N:6][CH:7]=1.S(Cl)([Cl:16])=O.C(=O)([O-])[O-].[Na+].[Na+]>ClCCl>[Cl:1][C:2]1[C:3]2[O:10][C:9]([C:11]([Cl:16])=[O:13])=[CH:8][C:4]=2[CH:5]=[N:6][CH:7]=1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 24386Thionyl ChlorideHCID 22328876HCID 22328876, compound

Product 1

HCID 53847360HCID 53847360, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

7-Chloro-furo[3,2-c]pyridine-2-carboxylic acid (prepared according to the method of Example 132, Step A, 8.94 g, 45.2 mmol) was combined with thionyl chloride (30 mL) and sodium carbonate (9.59 g, 90.5 mmol) and heated to reflux for 16 h under nitrogen atmosphere. The cooled mixture was diluted with dichloromethane and filtered. The filtrate was evaporated to give the title compound of Example 132, Step B as an orange oil, 9.19 g (94%). The acid chloride was used directly without further purification.

Workup

  1. temperatureheated
  2. temperatureto reflux for 16 h under nitrogen atmosphere
  3. filtrationfiltered
  4. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-004e02df8b094d7fb5cd746666b733b3
Source dataset
uspto-grants-2003_12
Patent number
US06660740B1

Reaction notes

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