Acetone → HCID 67582012, compound

HRID 1416458Notes

Reaction equation

HRID 1416458 reaction equation
[OH:1][C@H:2]1[CH2:6][O:5][CH2:4][C@@H:3]1[O:7][C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]=[C:10]([N:18]2[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]2)[N:9]=1.CC(C)=[O:26]>>[C:6]([OH:26])(=[O:5])[CH3:2].[OH:1][C@H:2]1[CH2:6][O:5][CH2:4][C@@H:3]1[O:7][C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]=[C:10]([N:18]2[CH2:19][CH2:20][NH:21][CH2:22][CH2:23]2)[N:9]=1

Participants

3

Reactant 2

HCID 180AcetoneHCID 54489988HCID 54489988, compound

Product 1

HCID 67582012HCID 67582012, compound

Procedure

4-[(3S,4S)-(4-Hydroxytetrahydrofuran-3-yl)oxy]-2-(1-piperazinyl)quinazoline (cf. Example 16) (2.37 g) is dissolved in acetone (100 ml) with heating, and the mixture is filtered. The filtrate is concentrated to about 60 ml volume, and thereto is added acetic acid (495 mg), and the mixture is allowed to stand at room temperature. The precipitated crystals are separated by filtration to give 4-[(3S,4S)-(4-hydroxytetrahydrofuran-3-yl)oxy]-2-(1-piperazinyl) quinazoline monoacetate (2.37 g).

Workup

  1. temperaturewith heating
  2. filtrationthe mixture is filtered
  3. concentrationThe filtrate is concentrated to about 60 ml volume
  4. additionis added acetic acid (495 mg)
  5. customto stand at room temperature
  6. customThe precipitated crystals are separated by filtration

Sources & evidence

ORD record
ord-0df1155031c542c3b3f9631bb9a91637
Source dataset
uspto-grants-1999_06
Patent number
US05912247

Reaction notes

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