Piperidin-4-ol → HCID 178501992, compound

HRID 46827Notes

Reaction equation

HRID 46827 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH:8][C:9]([O:11][CH3:12])=[O:10])[N+:5]([O-:13])=[C:4]([NH:14][C:15]([O:17][CH3:18])=[O:16])[CH:3]=1.[OH:19][CH:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1>C(Cl)Cl>[OH:19][CH:20]1[CH2:25][CH2:24][N:23]([C:2]2[N:7]=[C:6]([NH:8][C:9]([O:11][CH3:12])=[O:10])[N+:5]([O-:13])=[C:4]([NH:14][C:15]([O:17][CH3:18])=[O:16])[CH:3]=2)[CH2:22][CH2:21]1

Participants

4

Reactant 2

HCID 79341Piperidin-4-olHCID 178501976HCID 178501976, compound

Product 1

HCID 178501992HCID 178501992, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A suspension of 2.5 g. of dimethyl 6-chloro-2,4-pyrimidine-dicarbamate-3-oxide in 100 ml. of methylene chloride is treated with 10 g. of 4-hydroxy-piperidine and stirred at room temperature under an argon atmosphere for 70 hours. The separated precipitate is filtered off and recrystallized from a mixture of methylene chloride and methanol, there being obtained pure dimethyl racemic-6-(4-hydroxy-1-piperidinyl)-2,4-pyrimidine-dicarbamate-3-oxide, having a melting point of 265°-266° C.

Workup

  1. additionA suspension of 2.5 g
  2. filtrationThe separated precipitate is filtered off
  3. customrecrystallized from a mixture of methylene chloride and methanol, there

Sources & evidence

ORD record
ord-4f79e5c3bd744ef3b0d745b645b02ad3
Source dataset
uspto-grants-1979_11
Patent number
US04175190

Reaction notes

Loading…