Sodium Sulfide → HCID 178433544, compound

HRID 1873582Notes

Reaction equation

HRID 1873582 reaction equation
Cl[C:2]1[C:7]([C:8]#[N:9])=[C:6]([CH:10]2[CH2:15][CH2:14][CH2:13][CH2:12][O:11]2)[C:5]([C:16]#[N:17])=[C:4]([CH3:18])[N:3]=1.[S-2:19].[Na+].[Na+]>CN(C=O)C>[CH3:18][C:4]1[C:5]([C:16]#[N:17])=[C:6]([CH:10]2[CH2:15][CH2:14][CH2:13][CH2:12][O:11]2)[C:7]([C:8]#[N:9])=[C:2]([SH:19])[N:3]=1

Participants

4

Reactant 2

HCID 14804Sodium SulfideHCID 866383962-Chloro-6-methyl-4-(tetrahydro-2H-pyran-2-yl)pyridine-3,5-dicarbonitrile

Product 1

HCID 178433544HCID 178433544, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

471 mg (1.35 mmol) of the compound from Example 40A are initially charged in 4 ml of dry DMF, and 126 mg (1.62 mmol) of sodium sulfide are added. The reaction mixture is stirred at RT for 12 h. The solvent is then removed on a rotary evaporator and the residue is purified chromatographically on silica gel 60 (mobile phase: gradient dichloromethane/ethanol 200:1→5:1).

Workup

  1. customThe solvent is then removed on a rotary evaporator
  2. customthe residue is purified chromatographically on silica gel 60 (mobile phase: gradient dichloromethane/ethanol 200:1→5:1)

Sources & evidence

ORD record
ord-b3dc74507d3440e58c399b5a6527ceae
Source dataset
uspto-grants-2012_11
Patent number
US08304412B2

Reaction notes

Loading…