Phosphorus oxychloride → 4-Chloro-6-ethyl-5-methyl-7H-pyrrolo[2,3-d]pyrimidine

HRID 1049838Notes

Reaction equation

HRID 1049838 reaction equation
[CH2:1]([C:3]1[NH:12][C:6]2[N:7]=[CH:8][N:9]=[C:10](O)[C:5]=2[C:4]=1[CH3:13])[CH3:2].P(Cl)(Cl)([Cl:16])=O>>[Cl:16][C:10]1[C:5]2[C:4]([CH3:13])=[C:3]([CH2:1][CH3:2])[NH:12][C:6]=2[N:7]=[CH:8][N:9]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178437812HCID 178437812, compound

Product 1

HCID 900794284-Chloro-6-ethyl-5-methyl-7H-pyrrolo[2,3-d]pyrimidineYield 66%

Procedure

A mixture comprising 1.18 g (6.64 mmol) 6-ethyl-5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-ol (prepared according to intermediate example 1b) and 37.1 mL phosphorus oxychloride was heated at 100° C. for 1 hour. The reagent was removed and the residue purified by chromatography. The product was further purified by digestion with diethyl ether to give 855 mg (66%) of the title compound.

Workup

  1. customThe reagent was removed
  2. customthe residue purified by chromatography
  3. customThe product was further purified by digestion with diethyl ether

Sources & evidence

ORD record
ord-b8f8a818690c440bb41e38493dfefdad
Source dataset
uspto-grants-2016_07
Patent number
US09382255B2

Reaction notes

Loading…