Tetrahydrofuran → HCID 178487751, compound

HRID 1852080Notes

Reaction equation

HRID 1852080 reaction equation
[Cl:1][C:2]1[N:11]=[C:10](Cl)[C:9]2[C:4](=[CH:5][C:6]([O:13][CH3:14])=[CH:7][CH:8]=2)[N:3]=1.C1C[O:18]CC1>[OH-].[Na+].O>[Cl:1][C:2]1[N:11]=[C:10]([OH:18])[C:9]2[C:4](=[CH:5][C:6]([O:13][CH3:14])=[CH:7][CH:8]=2)[N:3]=1

Participants

5

Reactant 2

HCID 8028TetrahydrofuranHCID 214740022,4-Dichloro-7-methoxyquinazoline

Product 1

HCID 178487751HCID 178487751, compoundYield 63%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Procedure

2,4-dichloro-7-methoxyquinazoline (500 mg, 2.183 mmol) was suspended in 2% aqueous NaOH (6 mL). THF (1 mL) was added and the reaction was stirred for 4 h. The reaction was diluted with water and the solid that remained was filtered off. The aqueous phase was diluted with 1 N HCl. The precipitate that formed was filtered, washed with water and dried to give 2-chloro-7-methoxyquinazolin-4-ol (288 mg, 63% yield). MS: MS m/z 211.1 (M++1).

Workup

  1. filtrationthe solid that remained was filtered off
  2. additionThe aqueous phase was diluted with 1 N HCl
  3. customThe precipitate that formed
  4. filtrationwas filtered
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-51fc60faa6634f809e346dcab2e1a2a7
Source dataset
uspto-grants-2015_02
Patent number
US08957203B2

Reaction notes

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