HCID 58093434, compound → HCID 178517723, compound

HRID 475001Notes

Reaction equation

HRID 475001 reaction equation
C[O:2][C:3]1[N:8]=[C:7]([CH2:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:6]=[CH:5][N:4]=1>Cl>[CH2:9]([C:7]1[CH:6]=[CH:5][NH:4][C:3](=[O:2])[N:8]=1)[CH2:10][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

3

Reactant 1

HCID 58093434HCID 58093434, compound

Product 1

HCID 178517723HCID 178517723, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 2-methoxy-4-phenethylpyrimidine (0.50 g, 2.3 mmol) in concentrated HCl (4.0 mL) was heated under reflux for 16 h. The reaction solution was cooled to room temperature and filtered. The filter cake was washed with water and dried under reduced pressure to give the title compound (0.34 g, 74%) as an off-white solid: 1H NMR (500 MHz, CD3OD) δ 8.52 (d, J=6.5 Hz, 1H), 7.33-7.24 (m, 5H), 6.78 (d, J=6.0 Hz, 1H), 3.12-3.07 (m, 4H).

Workup

  1. temperatureunder reflux for 16 h
  2. filtrationfiltered
  3. washThe filter cake was washed with water
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-ebb1cb2438c042898a0f2eef58fd6b60
Source dataset
uspto-grants-2014_01
Patent number
US08637501B2

Reaction notes

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