Acetic Acid → HCID 67582997, compound

HRID 1416487Notes

Reaction equation

HRID 1416487 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].[C:23]([OH:26])(=[O:25])[CH3:24]>CC(C)=O>[C:23]([OH:26])(=[O:25])[CH3:24].[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

4

Reactant 2

HCID 176Acetic AcidHCID 57068410HCID 57068410, compound

Product 1

HCID 67582997HCID 67582997, compoundYield 70.1%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

4-[(2S,3S)-(3-Hydroxybutan-2-yl)oxy]-2-(1-piperazinyl)quinazoline (cf. Example 48) (650 mg) is dissolved in a solution of acetic acid (147 mg) in acetone (20 ml), and the mixture is filtered. The filtrate is evaporated to dryness under reduced pressure, and the residue is dissolved in ethyl acetate (8 ml), and the solution is allowed to stand at room temperature. The precipitated crystals are separated by filtration to give 4-[(2S,3S)-(3-hydroxybutan-2-yl)oxy]-2-(1-piperazinyl)quinazoline monoacetate (546 mg) as crystals.

Workup

  1. filtrationthe mixture is filtered
  2. customThe filtrate is evaporated to dryness under reduced pressure
  3. dissolutionthe residue is dissolved in ethyl acetate (8 ml)
  4. customto stand at room temperature
  5. customThe precipitated crystals are separated by filtration

Sources & evidence

ORD record
ord-1355444cee554748bc07b392619870e1
Source dataset
uspto-grants-1999_06
Patent number
US05912247

Reaction notes

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