Phosphorus oxychloride → 3-(2-Chloro-4-fluorophenyl)-7-(4-chloropyrimidin-5-yl)isoxazolo[4,5-b]pyridine

HRID 593760Notes

Reaction equation

HRID 593760 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[C:13]2=[N:14][CH:15]=[CH:16][C:17]([C:18]3[C:19](O)=[N:20][CH:21]=[N:22][CH:23]=3)=[C:12]2[O:11][N:10]=1.P(Cl)(Cl)([Cl:27])=O>>[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[C:13]2=[N:14][CH:15]=[CH:16][C:17]([C:18]3[C:19]([Cl:27])=[N:20][CH:21]=[N:22][CH:23]=3)=[C:12]2[O:11][N:10]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178518073HCID 178518073, compound

Product 1

HCID 867304173-(2-Chloro-4-fluorophenyl)-7-(4-chloropyrimidin-5-yl)isoxazolo[4,5-b]pyridineYield 100%

Conditions

Temperature
90 °C

Procedure

A suspension of 5-(3-(2-chloro-4-fluorophenyl)isoxazolo[4,5-b]pyridin-7-yl)pyrimidin-4-ol (5.0 mg, 0.015 mmol) in phosphorus oxychloride (100 μl, 1.073 mmol) was heated at 90° C. for 1 h, then allowed to cool to room temperature. The solvent was evaporated to give the title compound (5.3 mg, 100%).

Workup

  1. temperatureto cool to room temperature
  2. customThe solvent was evaporated

Sources & evidence

ORD record
ord-1b81c02d9fda425f818b34033ac84c41
Source dataset
uspto-grants-2016_01
Patent number
US09242967B2

Reaction notes

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