Acetone → HCID 67581958, compound

HRID 1416462Notes

Reaction equation

HRID 1416462 reaction equation
[OH:1][C@H:2]1[C@@H:6]([OH:7])[C@H](OC)[CH2:4][C@@H:3]1[O:10][C:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[N:14]=[C:13]([N:21]2[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]2)[N:12]=1.[ClH:27].CO.CC(C)=O>CO>[ClH:27].[OH:1][C@@H:2]1[CH2:6][O:7][CH2:4][C@H:3]1[O:10][C:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[N:14]=[C:13]([N:21]2[CH2:22][CH2:23][NH:24][CH2:25][CH2:26]2)[N:12]=1

Participants

5

Reactant 3

HCID 180AcetoneHCID 21893726Hydrochloride methanolHCID 57098847HCID 57098847, compound

Product 1

HCID 67581958HCID 67581958, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4-[(3R,4R)-(4-Hydroxytetrahydrofuran-3-yl)oxy]-2-(1-piperazinyl)quinazoline 1/2 hydrochloride (cf. Example 21) (178 mg) is dissolved in methanol (3 ml) with heating, and thereto is added 2N HCl-methanol (0.32 ml) and acetone (10 ml), 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 monohydrochloride (124 mg) as crystals.

Workup

  1. temperaturewith heating
  2. customto stand at room temperature
  3. customThe precipitated crystals are separated by filtration

Sources & evidence

ORD record
ord-6367e3b9599b47dbbc79ba559e682083
Source dataset
uspto-grants-1999_06
Patent number
US05912247

Reaction notes

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