Dichloromethane → HCID 178433175, compound

HRID 505339Notes

Reaction equation

HRID 505339 reaction equation
I.[CH3:2][CH:3]1[C:12]2[C:7](=[CH:8][C:9]([C:13]([F:16])([F:15])[F:14])=[CH:10][CH:11]=2)[N:6]=[C:5](SC)[NH:4]1.[O:19]([CH2:26][CH2:27][NH2:28])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.[OH-].[Na+].C(Cl)Cl>C(#N)C.OO.O>[CH3:2][CH:3]1[C:12]2[C:7](=[CH:8][C:9]([C:13]([F:16])([F:15])[F:14])=[CH:10][CH:11]=2)[N:6]=[C:5]([NH:28][CH2:27][CH2:26][O:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[NH:4]1

Participants

8

Reactant 4

HCID 6344DichloromethaneHCID 14798Sodium HydroxideHCID 156512-PhenoxyethanamineHCID 178503346HCID 178503346, compound

Product 1

HCID 178433175HCID 178433175, compoundYield 99.2%

Reagents, catalysts & solvents 3

HCID 784Hydrogen PeroxideCatalystHCID 962WaterSolventHCID 6342AcetonitrileSolvent

Conditions

Temperature
170 °C

Procedure

4-Methyl-2-methylsulfanyl-7-trifluoromethyl-3,4-dihydro-quinazoline hydroiodide (116 mg, 0.30 mmol) and 2-phenoxyethyl amine (126 mg, 0.9 mmol) were dissolved in acetonitrile (0.9 ml) and heated to 170° C. in a sealed tube in a microwave oven for 30 minutes. After cooling the reaction was treated with 1N aqueous sodium hydroxide solution, methylene chloride and 5 to 7 drops of 30% aqueous hydrogen peroxide solution. After the reaction has ceased the reaction was diluted with little water and the precipitated product was filtered off, washed with water, dried in vacuo to yield the title compound as a white solid (104 mg, 94%).

Workup

  1. temperatureAfter cooling the reaction
  2. filtrationthe precipitated product was filtered off
  3. washwashed with water
  4. customdried in vacuo

Sources & evidence

ORD record
ord-30bdb36bd9af439ab1f1c453518e850f
Source dataset
uspto-grants-2010_08
Patent number
US07781441B2

Reaction notes

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