Benzyl Chloride → HCID 12917684, compound

HRID 1658122Notes

Reaction equation

HRID 1658122 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[N:9]=[CH:10][C:11]3[C:17](=[O:18])[C:16]([C:19]([OH:21])=[O:20])=[CH:15][NH:14][C:12]=3[N:13]=2)[CH2:4][CH2:3]1.[CH2:22](Cl)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH2:22]([N:14]1[C:12]2[N:13]=[C:8]([N:5]3[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]3)[N:9]=[CH:10][C:11]=2[C:17](=[O:18])[C:16]([C:19]([OH:21])=[O:20])=[CH:15]1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

5

Reactant 3

HCID 7503Benzyl ChlorideHCID 11430Potassium CarbonateHCID 12850762HCID 12850762, compound

Product 1

HCID 12917684HCID 12917684, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
95 °C

Procedure

A mixture of 1.0 g of 5,8-dihydro-2-(4-methyl-1-piperazinyl)-5-oxopyrido[2,3-d]pyrimidine-6-carboxylic acid, 0.6 ml of benzyl chloride, 20 ml of a 12% aqueous solution of potassium carbonate, and 150 ml of dimethylformamide was heated at 95°C for 2 hours. After removal of the solvent and an excess of the reagent, the resulting residue was taken up in water and the aqueous solution neutralized with acetic acid. The solid that separated was collected and recrystallized from dimethylformamide to give 0.7 g of the product, m.p. 251° - 255°C.

Workup

  1. customAfter removal of the solvent
  2. customThe solid that separated
  3. customwas collected
  4. customrecrystallized from dimethylformamide

Sources & evidence

ORD record
ord-eb45fe1c694a43bebcef1a8cb37a5f43
Source dataset
uspto-grants-1976_06
Patent number
US03962443

Reaction notes

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