Pyridine → HCID 53937701, compound

HRID 1755982Notes

Reaction equation

HRID 1755982 reaction equation
[Cl:1][C:2]([F:9])([F:8])[CH2:3][CH2:4][C:5](Cl)=[O:6].[NH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=1.N1C=CC=CC=1>C1(C)C=CC=CC=1.C(OCC)C>[Cl:1][C:2]([F:9])([F:8])[CH2:3][CH2:4][C:5]([NH:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=1)=[O:6]

Participants

6

Reactant 3

HCID 1049PyridineHCID 104392-AminopyridineHCID 19801962HCID 19801962, compound

Product 1

HCID 53937701HCID 53937701, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 3283Diethyl EtherSolvent

Procedure

4.0 g of 4-chloro-4,4-difluoro-butyric acid chloride are added dropwise at 0° over a period of half an hour to a solution of 2.13 g of 2-aminopyridine and 4.47 g of pyridine in 50 ml of toluene. The reaction mixture is stirred for 16 hours at room temperature, diluted with 150 ml of diethyl ether, washed in succession with saturated NaHCO3 solution and saturated NaCl solution, dried over MgSO4, and concentrated by evaporation. The residue is recrystallised from toluene/hexane to give the title compound which melts at 64°-65°.

Workup

  1. washwashed in succession with saturated NaHCO3 solution and saturated NaCl solution
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated by evaporation
  4. customThe residue is recrystallised from toluene/hexane

Sources & evidence

ORD record
ord-c4ada4607ca8476dbc0eb8794cf18c99
Source dataset
uspto-grants-1995_08
Patent number
US05439908

Reaction notes

Loading…