Hydrochloric Acid → HCID 178517814, compound

HRID 42347Notes

Reaction equation

HRID 42347 reaction equation
[Cl:1][C:2]1[N:3]=[C:4](Cl)[C:5]2[N:11]=[C:10]([C:12]3[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=3)[CH:9]=[CH:8][C:6]=2[N:7]=1.[OH-:20].[Na+].Cl>C1COCC1>[Cl:1][C:2]1[N:3]=[C:4]([OH:20])[C:5]2[N:11]=[C:10]([C:12]3[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=3)[CH:9]=[CH:8][C:6]=2[N:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium Hydroxide2×HCID 596478432,4-Dichloro-6-(4-fluorophenyl)pyrido[3,2-d]pyrimidine

Product 1

HCID 178517814HCID 178517814, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a suspension of 2,4-dichloro-6-(4-fluorophenyl)pyrido[3,2-d]pyrimidine (1.3 g) in THF was added 1N NaOH (6.6 ml). The reaction mixture was stirred at room temperature for 30 min. Then another 2.2 ml 1N NaOH was added. After 2 hours, the reaction mixture was neutralized by adding 2N HCl and extracted with EtOAc. The organic layer was dried and concentrated until solid was formed. The solid was collected by filtration, washed with acetonitrile to give 0.97 g 2-chloro-6-(4-fluorophenyl)pyrido[3,2-d]pyrimidin-4-ol.

Workup

  1. waitAfter 2 hours
  2. extractionextracted with EtOAc
  3. customThe organic layer was dried
  4. concentrationconcentrated until solid
  5. customwas formed
  6. filtrationThe solid was collected by filtration
  7. washwashed with acetonitrile

Sources & evidence

ORD record
ord-b0b39e4f4ab248a8bdef332f83ec85ce
Source dataset
uspto-grants-2013_09
Patent number
US08536187B2

Reaction notes

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