Dimethylamine → HCID 58574235, compound

HRID 1619315Notes

Reaction equation

HRID 1619315 reaction equation
C1(S(O[CH:11]2[CH2:24][N:23]3[C:14](=[N:15][C:16]4[C:21]([C:22]3=[O:25])=[CH:20][CH:19]=[C:18]([Br:26])[CH:17]=4)[CH2:13][CH2:12]2)(=O)=O)C=CC=CC=1.[CH3:27][NH:28][CH3:29]>C(#N)C.O>[Br:26][C:18]1[CH:17]=[C:16]2[C:21]([C:22](=[O:25])[N:23]3[CH2:24][CH:11]([N:28]([CH3:29])[CH3:27])[CH2:12][CH2:13][C:14]3=[N:15]2)=[CH:20][CH:19]=1

Participants

5

Reactant 2

HCID 674DimethylamineHCID 86660657HCID 86660657, compound

Product 1

HCID 58574235HCID 58574235, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

A solution of 3-bromo-11-oxo-7,8,9,11-tetrahydro-6H-pyrido[2,1-b]quinazolin-8-yl benzenesulfonate (0.15 g, 0.34 mmol, 1 equiv) and excess aq. dimethylamine in acetonitrile (6 mL) was stirred at 70° C. for 3 hours. After it was cooled to rt, the reaction mixture was diluted with water and extracted with ethyl acetate (3×20 mL). The combined organic layers were dried over Na2SO4. After filtration and concentration, the residue was purified by silica gel chromatography to give the desired product.

Workup

  1. extractionextracted with ethyl acetate (3×20 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-1d5c1e017e424b01abe44af37bc88cc2
Source dataset
uspto-grants-2014_07
Patent number
US08772301B2

Reaction notes

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