Acetone → 4-[trans-(2-Hydroxycyclopentan-1-yl)oxy]-2-(1-piperazinyl)quinazoline monoacetate

HRID 1416446Notes

Reaction equation

HRID 1416446 reaction equation
[OH:1][C@@H:2]1[CH2:6][CH2:5][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:8]([OH:26])(=[O:7])[CH3:17].[OH:1][C@@H:2]1[CH2:6][CH2:5][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 154091264-[trans-(2-Hydroxycyclopentan-1-yl)oxy]-2-(1-piperazinyl)quinazoline

Product 1

HCID 675829364-[trans-(2-Hydroxycyclopentan-1-yl)oxy]-2-(1-piperazinyl)quinazoline monoacetate

Procedure

4-[trans-(2-Hydroxycyclopentan-1-yl)oxy]-2-(1-piperazinyl)quinazoline (cf. Example 1) (2.70 g) is dissolved in acetone (55 ml) with heating, and the solution is filtered, and to the filtrate is added acetic acid (0.52 ml), and the mixture is allowed to stand at room temperature. The precipitated crystals are separated by filtration to give 4-[trans-(2-hydroxycyclopentan-1-yl)oxy]-2-(1-piperazinyl)quinazoline monoacetate (3.00 g) as crystals.

Workup

  1. temperaturewith heating
  2. filtrationthe solution is filtered
  3. additionto the filtrate is added acetic acid (0.52 ml)
  4. customto stand at room temperature
  5. customThe precipitated crystals are separated by filtration

Sources & evidence

ORD record
ord-0a52329be9fa468d8f75bb294df38491
Source dataset
uspto-grants-1999_06
Patent number
US05912247

Reaction notes

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