Potassium Carbonate → HCID 14720295, compound

HRID 2351971Notes

Reaction equation

HRID 2351971 reaction equation
[F:1][C:2]([F:20])([F:19])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][CH2:12][C:13]2[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=2)=[CH:7][CH:6]=1.C(=O)([O-])[O-].[K+].[K+].[CH3:27][S:28](Cl)(=[O:30])=[O:29]>ClCCl>[N:15]1[CH:16]=[CH:17][CH:18]=[C:13]([CH2:12][N:11]([C:8]2[CH:7]=[CH:6][C:5]([O:4][CH2:3][C:2]([F:1])([F:19])[F:20])=[CH:10][CH:9]=2)[S:28]([CH3:27])(=[O:30])=[O:29])[CH:14]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 31297Methanesulfonyl chlorideHCID 14720287HCID 14720287, compound

Product 1

HCID 14720295HCID 14720295, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A 4.2 g. portion of 3-[4-(2,2,2-trifluoroethoxy)phenylaminomethyl]pyridine was dissolved in 15 ml. of dichloromethane, and to it were added 2.7 g. of potassium carbonate and 1.6 ml. of methanesulfonyl chloride. The mixture was stirred at ambient temperature for 3 days, and it was then diluted with dichloromethane, extracted with 25 ml. of water, dried over magnesium sulfate and evaporated to an oil. The residue was taken up in diethyl ether, and the insoluble portion was separated. The product slowly crystallized upon standing, and the solids were triturated with petroleum ether and washed with diethyl ether and petroleum ether to obtain 3.7 g. of the desired product, m.p. 69°-70°.

Workup

  1. extractionextracted with 25 ml
  2. dry with materialof water, dried over magnesium sulfate
  3. customevaporated to an oil
  4. customthe insoluble portion was separated
  5. customThe product slowly crystallized
  6. customthe solids were triturated with petroleum ether
  7. washwashed with diethyl ether and petroleum ether
  8. customto obtain 3.7 g

Sources & evidence

ORD record
ord-6b5b9d06f89a4e6292d35312c5313b53
Source dataset
uspto-grants-1989_10
Patent number
US04874775

Reaction notes

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