Piperidine → HCID 58574691, compound

HRID 1619308Notes

Reaction equation

HRID 1619308 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[C:6](=[O:37])[N:7]3[CH2:14][C:13]4([CH2:19][CH2:18][N:17](C(OCC5C6C=CC=CC=6C6C5=CC=CC=6)=O)[CH2:16][CH2:15]4)[CH2:12][C:8]3=[N:9][C:10]=2[CH:11]=1.N1CCCCC1>C(Cl)Cl.O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[C:6](=[O:37])[N:7]3[CH2:14][C:13]4([CH2:15][CH2:16][NH:17][CH2:18][CH2:19]4)[CH2:12][C:8]3=[N:9][C:10]=2[CH:11]=1

Participants

5

Reactant 2

HCID 8082PiperidineHCID 58574282HCID 58574282, compound

Product 1

HCID 58574691HCID 58574691, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

A solution of (9H-fluoren-9-yl)methyl 6′-bromo-9′-oxo-3′,9′-dihydro-1′H-spiro[piperidine-4,2′-pyrrolo[2,1-b]quinazoline]-1-carboxylate (0.6 g, 1.1 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-d19ea130baca41a6b0e0c8cb3a64f247
Source dataset
uspto-grants-2014_07
Patent number
US08772301B2

Reaction notes

Loading…