Acetone → HCID 67582965, compound

HRID 1416488Notes

Reaction equation

HRID 1416488 reaction equation
[OH:1][C@H:2]([CH3:22])[C@H:3]([O:5][C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[N:9]=[C:8]([N:16]2[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]2)[N:7]=1)[CH3:4].CC(C)=[O:25]>>[C:6]([OH:25])(=[O:5])[CH3:15].[OH:1][C@H:2]([CH3:22])[C@H:3]([O:5][C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[N:9]=[C:8]([N:16]2[CH2:17][CH2:18][NH:19][CH2:20][CH2:21]2)[N:7]=1)[CH3:4]

Participants

3

Reactant 2

HCID 180AcetoneHCID 54402717HCID 54402717, compound

Product 1

HCID 67582965HCID 67582965, compound

Procedure

4-[(2R,3R)-(3-Hydroxybutan-2-yl)oxy]-2-(1-piperazinyl)quinazoline (cf. Example 50) (600 mg) is dissolved in acetone (30 ml), and the mixture is filtered. To the filtrate is added acetic acid (135 mg), and the mixture is evaporated to dryness under reduced pressure, and the residue is dissolved in ethyl acetate (6 ml), and the solution is allowed to stand at room temperature. The precipitated crystals are separated by filtration to give 4-[(2R,3R)-(3-hydroxybutan-2-yl)oxy]-2-(1-piperazinyl)quinazoline monoacetate (443 mg) as crystals.

Workup

  1. filtrationthe mixture is filtered
  2. additionTo the filtrate is added acetic acid (135 mg)
  3. customthe mixture is evaporated to dryness under reduced pressure
  4. dissolutionthe residue is dissolved in ethyl acetate (6 ml)
  5. customto stand at room temperature
  6. customThe precipitated crystals are separated by filtration

Sources & evidence

ORD record
ord-98a62f9b96c34a4083a1a0c5f2d18ba8
Source dataset
uspto-grants-1999_06
Patent number
US05912247

Reaction notes

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