(3,5-Dichloro-phenyl)-(5-ethyl-2,6-dimethoxy-pyrimidin-4-yl)-methanone → HCID 21303232, compound

HRID 426137Notes

Reaction equation

HRID 426137 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]([C:11]2[C:16]([CH2:17][CH3:18])=[C:15]([O:19]C)[N:14]=[C:13]([O:21]C)[N:12]=2)=[O:10])[CH:5]=[C:6]([Cl:8])[CH:7]=1>Cl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:5]=[C:6]([Cl:8])[CH:7]=1)[C:9]([C:11]1[NH:12][C:13](=[O:21])[NH:14][C:15](=[O:19])[C:16]=1[CH2:17][CH3:18])=[O:10]

Participants

3

Reactant 1

HCID 59184701(3,5-Dichloro-phenyl)-(5-ethyl-2,6-dimethoxy-pyrimidin-4-yl)-methanone

Product 1

HCID 21303232HCID 21303232, compoundYield 93.5%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

Compound (63) (1.26 g, 3.69 mmol) was refluxed with conc. HCl (20 ml) for 5 hr. After cooling to room temperature, the white precipitate was collected by filtration, washed with cold water, and dried in high vacuo to afford 1.08 g (93%) of the title compound as a white solid. m.p. 242-243° C.; 1H NMR (200 MHz, CDCl3/CD3OD) δ 0.90 (3H, t, J=7.5 Hz), 2.07 (2H, q, J=7.5 Hz), 7.59 (1H, t, J=1.8 Hz), 7.67 (2H, d, J=1.8 Hz); HRMS (EI) Calcd. 312.0068, Found 312.0049.

Workup

  1. filtrationthe white precipitate was collected by filtration
  2. washwashed with cold water
  3. customdried in high vacuo

Sources & evidence

ORD record
ord-c4e5795b95b548448451d66c6a82a46d
Source dataset
uspto-grants-2012_01
Patent number
US08106064B2

Reaction notes

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