Hydrochloric Acid → HCID 178418398, compound

HRID 1028

Reaction equation

HRID 1028 reaction equation
Cl[C:2]1[C:7]([Br:8])=[C:6]([NH:9][C@H:10]2[CH2:15][CH2:14][C@@H:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH2:12][CH2:11]2)[CH:5]=[CH:4][N:3]=1.[CH3:22][O-:23].[Na+].O.Cl>CN(C)C=O.CO>[CH3:22][O:23][C:2]1[C:7]([Br:8])=[C:6]([NH:9][C@H:10]2[CH2:15][CH2:14][C@@H:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH2:12][CH2:11]2)[CH:5]=[CH:4][N:3]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 10942334Sodium MethoxideHCID 178418294HCID 178418294, compound

Product 1

HCID 178418398HCID 178418398, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

2.21 g (6.04 mmol) of 2-chloro-3-bromo-4-(cis-4-phenylcyclohexylamino)pyridine in 30 ml of dimethylformamide are treated with 4.31 ml of 30% strength solution of sodium methoxide in methanol and the mixture is heated at 80° C. for 1 hour. After cooling, water is added, the mixture is adjusted to pH 8 using 1/2 conc. hydrochloric acid and the reaction product is extracted with ethyl acetate. For purification it is chromatographed. Yield: 1.72 g (79%); Rf =0.4 (diisopropyl ether)

Workup

  1. temperatureAfter cooling
  2. extractionthe reaction product is extracted with ethyl acetate
  3. customFor purification it
  4. customis chromatographed

Sources & evidence

ORD record
ord-5a04f014ea6d40c2b125f6974f5951e3
Source dataset
uspto-grants-1998_03
Patent number
US05723450

Linked notes

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