Sodium Hydroxide → HCID 23443407, compound

HRID 2119787Notes

Reaction equation

HRID 2119787 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9](O)[CH:10]([C:14]3[C:19]([F:20])=[CH:18][CH:17]=[CH:16][C:15]=3[F:21])[N:11]=[CH:12][CH:13]=2)=[CH:4][CH:3]=1.O=P(Cl)(Cl)[Cl:25].[OH-].[Na+]>O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]([Cl:25])[CH:10]([C:14]3[C:19]([F:20])=[CH:18][CH:17]=[CH:16][C:15]=3[F:21])[N:11]=[CH:12][CH:13]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 24813Phosphorus oxychlorideHCID 234434054-(4-Bromophenyl)-2-(2,6-difluorophenyl)-3-hydroxypyrimidine

Product 1

HCID 23443407HCID 23443407, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
110 °C

Procedure

23.2 g of 4-(4-bromophenyl)-2-(2,6-difluorophenyl)-3-hydroxypyrimidine and 100 ml of POCl3 are mixed and stirred for one hour at 110° C. The reaction mixture is slowly poured into a solution of 250 g of NaOH (solid) in water, and filtered. After dissolving the precipitate in ethyl acetate, drying with magnesium sulfate, filtering and concentrating, the title compound is obtained with a melting point of 146-148° C. (compound 3.354).

Workup

  1. filtrationfiltered
  2. dissolutionAfter dissolving the precipitate in ethyl acetate
  3. dry with materialdrying with magnesium sulfate
  4. filtrationfiltering
  5. concentrationconcentrating

Sources & evidence

ORD record
ord-9654a4740bbf47e991f4083f6edcc055
Source dataset
uspto-grants-2004_02
Patent number
US06686469B2

Reaction notes

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