Piperidine → HCID 58574591, compound

HRID 1619336Notes

Reaction equation

HRID 1619336 reaction equation
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:34])[N:7]3[CH2:15][CH:14]([CH3:16])[N:13](C(OCC4C5C=CC=CC=5C5C4=CC=CC=5)=O)[CH2:12][C:8]3=[N:9]2)=[CH:4][CH:3]=1.N1CCCCC1>C(Cl)Cl.O>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:34])[N:7]3[CH2:15][CH:14]([CH3:16])[NH:13][CH2:12][C:8]3=[N:9]2)=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 8082PiperidineHCID 58574583HCID 58574583, compound

Product 1

HCID 58574591HCID 58574591, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

A solution of (9H-fluoren-9-yl)methyl 9-bromo-3-methyl-6-oxo-3,4-dihydro-1H-pyrazino[2,1-b]quinazoline-2(6H)-carboxylate (2 g, 3.9 mmol, 1 equiv) and piperidine (4 mL) in DCM (50 mL) was stirred at room temperature overnight. The reaction mixture was then diluted with water and extracted with ethyl acetate (3×100 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 (3×100 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-46a8ee4b02e6464d8465409f49f4f994
Source dataset
uspto-grants-2014_07
Patent number
US08772301B2

Reaction notes

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