Potassium Carbonate → HCID 178437732, compound

HRID 1419791Notes

Reaction equation

HRID 1419791 reaction equation
Cl[C:2]1[C:7]([Cl:8])=[C:6]([CH2:9][CH3:10])[N:5]=[CH:4][N:3]=1.[NH2:11][CH:12]1[CH2:17][CH2:16][CH:15]([C:18]([OH:24])([CH3:23])[C:19]([F:22])([F:21])[F:20])[CH2:14][CH2:13]1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.O.C(OCC)C>[Cl:8][C:7]1[C:2]([NH:11][C@H:12]2[CH2:13][CH2:14][C@@H:15]([C:18]([OH:24])([CH3:23])[C:19]([F:21])([F:22])[F:20])[CH2:16][CH2:17]2)=[N:3][CH:4]=[N:5][C:6]=1[CH2:9][CH3:10]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 111376684,5-Dichloro-6-ethylpyrimidineHCID 544491132-(4-Aminocyclohexyl)-1,1,1-trifluoro-2-propanol

Product 1

HCID 178437732HCID 178437732, compoundYield 39.5%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 21584184Diethylether waterSolvent

Procedure

1.3 g (7.2 mmol) of 4,5-dichloro-6-ethylpyrimidine, 2.7 g (7.2 mmol) of 1-amino-4(2-hydroxy-1,1,1-trifluoro-2-propyl)cyclohexane and 1.5 g (17.1 mmol) of potassium carbonate were stirred in 10 ml of dimethylformamide at from 80° to 90° C. for 6 hours. The solvent was stripped off and the residue was taken up in water/diethyl ether, and the organic phase was washed with water, dried and concentrated. For purification it was chromatographed on silica gel (ethyl acetate). 1.0 g of product was obtained as colorless crystals. m.p.: 119to 121° C.

Workup

  1. washthe organic phase was washed with water
  2. customdried
  3. concentrationconcentrated
  4. customFor purification it
  5. customwas chromatographed on silica gel (ethyl acetate)

Sources & evidence

ORD record
ord-a0a1e7d1a3984ce89dabd94eb87c223a
Source dataset
uspto-grants-1999_03
Patent number
US05889012

Reaction notes

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