Potassium Carbonate → HCID 58574299, compound

HRID 1619340Notes

Reaction equation

HRID 1619340 reaction equation
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:21])[N:7]([CH2:14][CH:15]3[CH2:20][CH2:19][CH2:18][CH2:17][NH:16]3)[C:8]([CH2:12]Cl)=[N:9]2)=[CH:4][CH:3]=1.C([O-])([O-])=O.[K+].[K+]>CC#N.O>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:21])[N:7]3[CH2:14][CH:15]4[CH2:20][CH2:19][CH2:18][CH2:17][N:16]4[CH2:12][C:8]3=[N:9]2)=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 58574145HCID 58574145, compound

Product 1

HCID 58574299HCID 58574299, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

A solution of 7-bromo-2-(chloromethyl)-3-(piperidin-2-ylmethyl)quinazolin-4(3H)-one and K2CO3 (1 g, 7.2 mmol) in CH3CN was stirred at reflux for 1.5 h. After it was cooled to room temperature, the mixture was diluted with H2O (30 mL) and extracted with ethyl acetate (3×50 mL). The combined organic layers were dried over Na2SO4, and the crude product was purified by column chromatography to give the desired product. MS (ESI): 334, 336 (MH+).

Workup

  1. temperatureat reflux for 1.5 h
  2. extractionextracted with ethyl acetate (3×50 mL)
  3. dry with materialThe combined organic layers were dried over Na2SO4
  4. customthe crude product was purified by column chromatography

Sources & evidence

ORD record
ord-4203f58327124fdc816a824a5bed1afc
Source dataset
uspto-grants-2014_07
Patent number
US08772301B2

Reaction notes

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