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Phenyl chloroformate → 2-(4-Phenoxycarbonyloxypiperidino)-5-(2-chlorophenyl)pyrimidine

HRID 65201
Notes
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Reaction equation

HRID 65201 reaction equation
Cl[C:2]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:3].[Cl:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[C:18]1[CH:19]=[N:20][C:21]([N:24]2[CH2:29][CH2:28][CH:27]([OH:30])[CH2:26][CH2:25]2)=[N:22][CH:23]=1>N1C=CC=CC=1>[O:4]([C:2]([O:30][CH:27]1[CH2:28][CH2:29][N:24]([C:21]2[N:22]=[CH:23][C:18]([C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=3[Cl:11])=[CH:19][N:20]=2)[CH2:25][CH2:26]1)=[O:3])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 15891Phenyl chloroformateHCID 136055225-(2-Chlorophenyl)-2-(4-hydroxypiperidino)pyrimidine

Product 1

HCID 202340972-(4-Phenoxycarbonyloxypiperidino)-5-(2-chlorophenyl)pyrimidine

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
5 °C

Procedure

11.4 ml of phenyl chloroformate are added slowly to a solution of 12.7 g of 5-(2-chlorophenyl)-2-(4-hydroxypiperidino)pyrimidine (Example 4) in 50 ml of pyridine, cooled to 5° C. After the addition has ended, the mixture is heated at 60° C. for 3 hours.

Workup

  1. additionAfter the addition
  2. temperaturethe mixture is heated at 60° C. for 3 hours

Sources & evidence

ORD record
ord-58c21999508248f6b09deb6343b11443
Source dataset
uspto-grants-1986_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04613603

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes