Phosphorus oxychloride → 8-(Benzyloxy)-2-(chloromethyl)imidazo[1,2-a]pyridine

HRID 544459Notes

Reaction equation

HRID 544459 reaction equation
[CH2:1]([O:8][C:9]1[C:10]2[N:11]([CH:15]=[C:16]([CH2:18]O)[N:17]=2)[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.P(Cl)(Cl)([Cl:22])=O>>[CH2:1]([O:8][C:9]1[C:10]2[N:11]([CH:15]=[C:16]([CH2:18][Cl:22])[N:17]=2)[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 20458946[8-(Benzyloxy)imidazo[1,2-a]pyridin-2-yl]methanol

Product 1

HCID 204590038-(Benzyloxy)-2-(chloromethyl)imidazo[1,2-a]pyridine

Procedure

A mixture of 8-benzyloxy-2-hydroxymethylimidazo[1,2-a]pyridine (2 g) and phosphorylchloride (10 ml) was heated on a steam bath for 1 hr. Excess phosphoryl chloride was distilled off in vacuo, the solid residue triturated with acetonitrile and the mixture filtered to give the title product as the hydrochloride salt.

Workup

  1. temperaturewas heated on a steam bath for 1 hr
  2. distillationExcess phosphoryl chloride was distilled off in vacuo
  3. customthe solid residue triturated with acetonitrile
  4. filtrationthe mixture filtered

Sources & evidence

ORD record
ord-ae148568f6294f2fbb8f6fff8a9ff9cb
Source dataset
uspto-grants-1984_05
Patent number
US04450164

Reaction notes

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