Sodium Carbonate → HCID 53847360, compound

HRID 586178Notes

Reaction equation

HRID 586178 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-4ae549728d994da0b473845186fe806d
Source dataset
uspto-grants-2005_08
Patent number
US06936600B2

Reaction notes

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