Potassium Hydroxide → HCID 14856031, compound

HRID 1032696Notes

Reaction equation

HRID 1032696 reaction equation
[OH-:1].[K+].[CH2:3]([N:10]1[CH2:15][CH2:14][N:13]([C:16]2[N:21]=[C:20]([CH2:22]Cl)[C:19]([C:24]([O:26]CC)=[O:25])=[CH:18][N:17]=2)[CH2:12][CH2:11]1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>C(O)C>[CH2:3]([N:10]1[CH2:15][CH2:14][N:13]([C:16]2[N:21]=[C:20]([CH2:22][OH:1])[C:19]([C:24]([OH:26])=[O:25])=[CH:18][N:17]=2)[CH2:12][CH2:11]1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 13769878Ethyl 4-(chloromethyl)-2-[4-(phenylmethyl)-1-piperazinyl]-5-pyrimidinecarboxylate

Product 1

HCID 14856031HCID 14856031, compoundYield 44.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethanol (80 ml) and 2.64 g (40.0 mmoles) of 85% potassium hydroxide were added to 5.0 g (13.3 mmoles) of ethyl 2-(4-benzylpiperazino)-4-chloromethylpyrimidine-5-carboxylate (produced in accordance with Referential Example 41 of Japanese Laid-Open Patent Publication No. 140568/1986), and the mixture was refluxed for 30 minutes. Ethanol was evaporated under reduced pressure. The residue was dissolved in water, and adjusted to pH about 4 with concentrated hydrochloric acid. The crystals that formed were collected by filtration, and washed with acetone to give 1.93 g (yield 44%) of 2-(4-benzylpiperazino)-4-hydroxymethylpyrimidine-5-carboxylic acid as crystals.

Workup

  1. customproduced in accordance with Referential Example 41 of Japanese Laid-Open Patent Publication No
  2. temperature140568/1986), and the mixture was refluxed for 30 minutes
  3. customEthanol was evaporated under reduced pressure
  4. dissolutionThe residue was dissolved in water
  5. customThe crystals that formed
  6. filtrationwere collected by filtration
  7. washwashed with acetone

Sources & evidence

ORD record
ord-f93eced4a9424a3bbdb3a0f25d70b4d8
Source dataset
uspto-grants-1990_09
Patent number
US04959368

Reaction notes

Loading…