Iodoethane → HCID 58574191, compound

HRID 1619361Notes

Reaction equation

HRID 1619361 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[C:6](=[O:17])[N:7]3[CH2:16][CH2:15][NH:14][CH2:13][CH2:12][C:8]3=[N:9][C:10]=2[CH:11]=1.C([O-])([O-])=O.[K+].[K+].I[CH2:25][CH3:26]>CC(C)=O.O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[C:6](=[O:17])[N:7]3[CH2:16][CH2:15][N:14]([CH2:25][CH3:26])[CH2:13][CH2:12][C:8]3=[N:9][C:10]=2[CH:11]=1

Participants

6

Reactant 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 58574436HCID 58574436, compound

Product 1

HCID 58574191HCID 58574191, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

A solution of 8-bromo-2,3,4,5-tetrahydro-[1,4]diazepino[7,1-b]quinazolin-11(1H)-one (100 mg, 0.34 mmol), K2CO3 (188 mg, 1.36 mmol) and excess iodoethane in acetone (20 mL) was stirred at room temperature overnight. Then the reaction mixture was diluted with water (80 mL) and extracted with ethyl acetate (3×70 mL). The combined organic layers were dried over Na2SO4. After filtration and concentration, the residue was purified by silica gel chromatography to give 100 mg of the desired product. MS (ESI): 322, 324 (MH+).

Workup

  1. extractionextracted with ethyl acetate (3×70 mL)
  2. dry with materialThe combined organic layers were dried over Na2SO4
  3. filtrationAfter filtration and concentration
  4. customthe residue was purified by silica gel chromatography

Sources & evidence

ORD record
ord-11a4edaa07f84ed8b7c394963e5392ad
Source dataset
uspto-grants-2014_07
Patent number
US08772301B2

Reaction notes

Loading…