Ammonium Chloride → HCID 178418294, compound

HRID 1027

Reaction equation

HRID 1027 reaction equation
[Cl:1][C:2]1[C:7]([Br:8])=[C:6](Cl)[CH:5]=[CH:4][N:3]=1.[C:10]1([C@@H:16]2[CH2:21][CH2:20][C@H:19]([NH2:22])[CH2:18][CH2:17]2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[Cl-].[NH4+].C(=O)([O-])O.[Na+]>CN1CCCC1=O>[Cl:1][C:2]1[C:7]([Br:8])=[C:6]([NH:22][C@H:19]2[CH2:18][CH2:17][C@@H:16]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)[CH2:21][CH2:20]2)[CH:5]=[CH:4][N:3]=1

Participants

6

Reactant 4

HCID 25517Ammonium ChlorideHCID 516892Sodium BicarbonateHCID 156839813-Bromo-2,4-dichloropyridineHCID 178418405HCID 178418405, compound

Product 1

HCID 178418294HCID 178418294, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

2.27 g (10 mmol) of 2,4-dichloro-3-bromopyridine, 2.6 g (15 mmol) of cis-4-phenylcyclohexylamine and 0.1 g of ammonium chloride are heated at 120° C. for 10 hours in 10 ml of N-methylpyrrolidone. After cooling, saturated sodium hydrogencarbonate solution is added and the reaction product is extracted with ethyl acetate. Purification is carried out by column chromatography. Yield: 1.9 g (52%); m.p. 105° C.

Workup

  1. temperatureAfter cooling
  2. extractionthe reaction product is extracted with ethyl acetate
  3. customPurification

Sources & evidence

ORD record
ord-d3878873efe84db9b86c10bc3e0d832a
Source dataset
uspto-grants-1998_03
Patent number
US05723450

Linked notes

Loading…