Potassium Carbonate → HCID 178437736, compound

HRID 1530821Notes

Reaction equation

HRID 1530821 reaction equation
Cl[C:2]1[C:7]([Cl:8])=[C:6]([CH2:9][CH3:10])[N:5]=[CH:4][N:3]=1.[OH:11][CH:12]([C@@H:17]1[CH2:22][CH2:21][C@H:20]([NH2:23])[CH2:19][CH2:18]1)[C:13]([F:16])([F:15])[F:14].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[Cl:8][C:7]1[C:2]([NH:23][C@H:20]2[CH2:21][CH2:22][C@@H:17]([CH:12]([OH:11])[C:13]([F:14])([F:15])[F:16])[CH2:18][CH2:19]2)=[N:3][CH:4]=[N:5][C:6]=1[CH2:9][CH3:10]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 111376684,5-Dichloro-6-ethylpyrimidineHCID 178511562HCID 178511562, compound

Product 1

HCID 178437736HCID 178437736, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1.3 g of 4,5-dichloro-6-ethylpyrimidine, 2.0 g of cis-4-(1-hydroxy-2,2,2-trifluoroethyl)cyclohexylamine and 1.5 g of potassium carbonate in 20 ml of dimethylformamide were stirred at 90° C. for 3 hours. For work-up, the mixture was concentrated, the residue was taken up in dichloromethane and water and the organic phase was dried and concentrated. Purification was carried out by silica gel chromatography (petroleum ether/ethyl acetate 1:1) to give the title product as a colourless solid.

Workup

  1. concentrationFor work-up, the mixture was concentrated
  2. dry with materialwater and the organic phase was dried
  3. concentrationconcentrated
  4. customPurification

Sources & evidence

ORD record
ord-96cf43493c0c452da214f694465f7b17
Source dataset
uspto-grants-2001_03
Patent number
US06197729B1

Reaction notes

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