4-Fluorobenzenesulfonyl chloride → HCID 19970451, compound

HRID 975321Notes

Reaction equation

HRID 975321 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([O:10][CH3:11])=[O:9])=[N:6][CH:7]=1.[F:12][C:13]1[CH:18]=[CH:17][C:16]([S:19](Cl)(=[O:21])=[O:20])=[CH:15][CH:14]=1>N1C=CC=CC=1>[F:12][C:13]1[CH:18]=[CH:17][C:16]([S:19]([NH:1][C:2]2[CH:3]=[CH:4][C:5]([C:8]([O:10][CH3:11])=[O:9])=[N:6][CH:7]=2)(=[O:21])=[O:20])=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 95884-Fluorobenzenesulfonyl chlorideHCID 12457877Methyl 5-aminopyridine-2-carboxylate

Product 1

HCID 19970451HCID 19970451, compoundYield 94.1%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
35 °C

Procedure

3.8 g (25 mmol) of methyl 5-aminopyridine-2-carboxylate are dissolved in 75 ml of anhydrous pyridine and treated in portions with 5.8 g (30 mmol) of 4-fluorobenzenesulfonyl chloride, the temperature of the reaction solution increasing to 35° C. After 1 h, the mixture is concentrated in vacuo, and the residue is triturated with water, filtered off with suction, washed with water and dried. 7.3 g of product are obtained, M.p. 183°-185° C.

Workup

  1. concentrationthe mixture is concentrated in vacuo
  2. customthe residue is triturated with water
  3. filtrationfiltered off with suction
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-0a84b18267de42338e2759ec472ca840
Source dataset
uspto-grants-1997_03
Patent number
US05607954

Reaction notes

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