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Toluene → Ethyl 4-(2-pyrimidinylimino)-1-piperidinecarboxylate

HRID 26735
Notes
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Reaction equation

HRID 26735 reaction equation
O=[C:2]1[CH2:7][CH2:6][N:5]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH2:4][CH2:3]1.[N:13]1[CH:18]=[CH:17][CH:16]=[N:15][C:14]=1[NH2:19].CC1C=CC=CC=1>C(O)(=O)C.O>[N:13]1[CH:18]=[CH:17][CH:16]=[N:15][C:14]=1[N:19]=[C:2]1[CH2:7][CH2:6][N:5]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH2:4][CH2:3]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 3

HCID 1140TolueneHCID 79782-AminopyrimidineHCID 34767Ethyl 4-oxo-1-piperidinecarboxylate

Product 1

HCID 21460901Ethyl 4-(2-pyrimidinylimino)-1-piperidinecarboxylate

Reagents, catalysts & solvents 2

HCID 176Acetic AcidCatalystHCID 962WaterSolvent

Procedure

A mixture of 34 parts of ethyl 4-oxo-1-piperidinecarboxylate, 20 parts of 2-pyrimidinamine, 8 drops of acetic acid and 90 parts of methylbenzene is stirred and refluxed for 28 hours with water-separator. The reaction mixture is evaporated, yielding 50 parts of ethyl 4-(2-pyrimidinylimino)-1-piperidinecarboxylate as a residue.

Workup

  1. customThe reaction mixture is evaporated

Sources & evidence

ORD record
ord-703b2da5f9a44fb3a4000f8a8b5801ac
Source dataset
uspto-grants-1979_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04151286

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes