Acetic Acid → HCID 67582066, compound

HRID 1416456Notes

Reaction equation

HRID 1416456 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.[C:24]([OH:27])(=[O:26])[CH3:25]>CO>[C:24]([OH:27])(=[O:26])[CH3:25].[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

4

Reactant 2

HCID 176Acetic AcidHCID 67582067HCID 67582067, compound

Product 1

HCID 67582066HCID 67582066, compoundYield 70.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4-[cis-(4-Hydroxytetrahydrofuran-3-yl)oxy]-2-(1-piperazinyl)quinazoline (cf. Example 14) (0.95 g) is dissolved in methanol (20 ml), and thereto is added acetic acid (0.22 g), and the mixture is evaporated to dryness under reduced pressure. The resulting residue is recrystallized from acetonitrile-methanol to give 4-[cis-(4-hydroxytetrahydrofuran-3-yl)oxy]-2-(1-piperazinyl)quinazoline monoacetate (0.8 g) as crystals.

Workup

  1. customthe mixture is evaporated to dryness under reduced pressure
  2. customThe resulting residue is recrystallized from acetonitrile-methanol

Sources & evidence

ORD record
ord-a4a06f7fa6ac4ae5b1f7019c1dfb0292
Source dataset
uspto-grants-1999_06
Patent number
US05912247

Reaction notes

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