Dimethylamine → HCID 86723837, compound

HRID 576736Notes

Reaction equation

HRID 576736 reaction equation
Cl[C:2]1[N:7]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:9]=2)[C:6](=[O:18])[N:5]([CH3:19])[C:4](=[O:20])[CH:3]=1.[CH3:21][NH:22][CH3:23]>C(O)(C)C>[CH3:21][N:22]([CH3:23])[C:2]1[N:7]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:9]=2)[C:6](=[O:18])[N:5]([CH3:19])[C:4](=[O:20])[CH:3]=1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 86723835HCID 86723835, compound

Product 1

HCID 86723837HCID 86723837, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
80 °C

Procedure

To a suspension of 6-chloro-3-methyl-1-(3-(trifluoromethyl)phenyl)pyrimidin-2,4(1H,3H)-dione (prepared in Reference Example 56) (301 mg) in isopropyl alcohol (10 ml) was added 50% aqueous dimethyl amine solution (0.5 ml) and the resulting mixture was stirred at 80° C. for two and a half hours. The reaction solutions were concentrated under reduced pressure, and to the residue were added water and methanol, and the resulting mixture was stirred. The precipitated solids were collected by filtration, and washed with water and diethylther to afford 6-(dimethylamino)-3-methyl-1-(3-(trifluoromethyl)phenyl)pyrimidin-2,4(1H,3H)-dione (220 mg).

Workup

  1. concentrationThe reaction solutions were concentrated under reduced pressure
  2. additionto the residue were added water and methanol
  3. stirringthe resulting mixture was stirred
  4. filtrationThe precipitated solids were collected by filtration
  5. washwashed with water and diethylther

Sources & evidence

ORD record
ord-008f823d03574b12a0a3db7b520ccc98
Source dataset
uspto-grants-2015_05
Patent number
US09040516B2

Reaction notes

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