HCID 23000218, compound → HCID 23000253, compound

HRID 398340Notes

Reaction equation

HRID 398340 reaction equation
[C:1]([N:4]([C:10]1[N:15]=[CH:14][CH:13]=CN=1)[CH2:5][CH2:6][CH2:7][C:8]#[CH:9])(=[O:3])[CH3:2]>[N+](C1C=CC=CC=1)([O-])=O>[C:1]([N:4]1[C:10]2[C:7](=[C:8]([CH3:9])[CH:13]=[CH:14][N:15]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

Participants

3

Reactant 1

HCID 23000218HCID 23000218, compound

Product 1

HCID 23000253HCID 23000253, compound

Reagents, catalysts & solvents 1

HCID 7416NitrobenzeneSolvent

Procedure

A solution of 2-(N-acetyl-N-pent-4-ynylamino)pyrimidine (3.49 g, 17.2 mmol) in nitrobenzene (35 mL) was heated under argon at 180° C. for 2 days. The reaction mixture was cooled and loaded directly onto a dry silica get column. The column was first eluted with methylene chloride to wash off the nitrobenzene and then was eluted with ether to give after evaporation in vacuo to give the title compound as a pale yellow solid:

Workup

  1. temperatureThe reaction mixture was cooled
  2. customget column
  3. washThe column was first eluted with methylene chloride
  4. washto wash off the nitrobenzene
  5. washwas eluted with ether
  6. customto give
  7. customafter evaporation in vacuo

Sources & evidence

ORD record
ord-4660dcf9e4ad498fa43053eaf3ddf8ee
Source dataset
uspto-grants-2003_08
Patent number
US06610692B1

Reaction notes

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