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

HRID 1416451Notes

Reaction equation

HRID 1416451 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.[C:24]([OH:27])(=[O:26])[CH3:25]>CC(C)=O>[C:24]([OH:27])(=[O:26])[CH3:25].[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

4

Reactant 2

HCID 176Acetic AcidHCID 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 monoacetateYield 58.8%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

4-[(1R,2R)-(2-Hydroxycyclopentan-1-yl)oxy]-2-(1-piperazinyl)quinazoline (cf. Example 7) (1.1 g) is dissolved in acetone (30 ml), and thereto is added acetic acid (0.23 g). The precipitated crystals are separated by filtration and recrystallized from acetone to give 4-[(1R,2R)-(2-hydroxycyclopentan-1-yl)oxy]-2-(1-piperazinyl)quinazoline monoacetate (0.77 g).

Workup

  1. customThe precipitated crystals are separated by filtration
  2. customrecrystallized from acetone

Sources & evidence

ORD record
ord-ce76b2f81a9c4e598bc2c87c0bc5acbe
Source dataset
uspto-grants-1999_06
Patent number
US05912247

Reaction notes

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