3-(Chloromethyl)pyridine hydrochloride → HCID 178420790, compound

HRID 2274734Notes

Reaction equation

HRID 2274734 reaction equation
[NH:1]1[C:5]2[CH:6]=[C:7]([C:10]3[O:14][C:13]([SH:15])=[N:12][N:11]=3)[CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1.Cl.[N:17]1[CH:22]=[CH:21][CH:20]=[C:19]([CH2:23]Cl)[CH:18]=1>CCO>[N:17]1[CH:22]=[CH:21][CH:20]=[C:19]([CH2:23][S:15][C:13]2[O:14][C:10]([C:7]3[CH:8]=[CH:9][C:4]4[NH:3][CH:2]=[N:1][C:5]=4[CH:6]=3)=[N:11][N:12]=2)[CH:18]=1

Participants

4

Reactant 2

HCID 233943-(Chloromethyl)pyridine hydrochlorideHCID 178527937HCID 178527937, compound

Product 1

HCID 178420790HCID 178420790, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1 (0.33 g, 1.5 mmol), TEA (0.418 mL, 3.0 mmol) and (pyridin-3-yl)methylchloride hydrochloride (0.246 g, 1.5 mmol) were dissolved in 10 mL of EtOH and kept under reflux overnight. The solvent was removed and the remaining oil was purified by flash-chromatography on silica gel, applying a CHCl3/MeOH gradient.

Workup

  1. temperatureunder reflux overnight
  2. customThe solvent was removed
  3. customthe remaining oil was purified by flash-chromatography on silica gel

Sources & evidence

ORD record
ord-11045c18c3c9485f89950e3d877fd568
Source dataset
uspto-grants-2015_09
Patent number
US09126987B2

Reaction notes

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