Methanol → HCID 67582065, compound

HRID 1416461Notes

Reaction equation

HRID 1416461 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[OH:25]>>[C:6]([OH:25])(=[O:5])[CH3:2].[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

3

Reactant 2

HCID 887MethanolHCID 54489989HCID 54489989, compound

Product 1

HCID 67582065HCID 67582065, compound

Procedure

4-[(3R,4R)-(4-Hydroxytetrahydrofuran-3-yl)oxy]-2-(1-piperazinyl)quinazoline (cf. Example 19) (758 mg) is dissolved in methanol, and the mixture is evaporated to dryness under reduced pressure. The residue is dissolved in acetone (15 ml), and the mixture is filtered, and to the filtrate is added acetic acid (202 mg), and the mixture is allowed to stand at room temperature. The precipitated crystals are separated by filtration to give 4-[(3R,4R)-(4-hydroxytetrahydrofuran-3-yl)oxy]-2-(1-piperazinyl) quinazoline monoacetate (796 mg) as crystals.

Workup

  1. customthe mixture is evaporated to dryness under reduced pressure
  2. dissolutionThe residue is dissolved in acetone (15 ml)
  3. filtrationthe mixture is filtered
  4. additionto the filtrate is added acetic acid (202 mg)
  5. customto stand at room temperature
  6. customThe precipitated crystals are separated by filtration

Sources & evidence

ORD record
ord-7d4dd08b3ff54bb6823cb6ed59b8099e
Source dataset
uspto-grants-1999_06
Patent number
US05912247

Reaction notes

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