HCID 11231718, compound → 4-Oxo-6-piperidin-1-yl-4,5-dihydro-furo[2,3-c]quinoline-2-carbonitrile

HRID 1711218Notes

Reaction equation

HRID 1711218 reaction equation
[N:1]1([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[NH:13][C:14]([C:16]2[O:17][C:18]([C:21]#[N:22])=[CH:19][CH:20]=2)=[O:15])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1>C1C=CC=CC=1.C(O)C>[O:15]=[C:14]1[C:16]2[O:17][C:18]([C:21]#[N:22])=[CH:19][C:20]=2[C:9]2[CH:10]=[CH:11][CH:12]=[C:7]([N:1]3[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]3)[C:8]=2[NH:13]1

Participants

4

Reactant 1

HCID 11231718HCID 11231718, compound

Product 1

HCID 247583904-Oxo-6-piperidin-1-yl-4,5-dihydro-furo[2,3-c]quinoline-2-carbonitrile

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 702EthanolSolvent

Procedure

5-Cyano-furan-2-carboxylic acid (2-piperidin-1-yl-phenyl)-amide (200 mg) is dissolved in a mixture of benzene (180 mL) and ethanol (20 mL). The solution is irradiated with a 100 W high pressure Hg Lamp at room temperature for 10 h, according to the method described by Kanoka and Itoh [Synthesis, 36 (1972)]. The solvent is removed in vacuo and the residue is purified by preparative thin layer chromatography (“TLC”) (silica gel) to yield the pure product.

Workup

  1. customThe solution is irradiated with a 100 W high pressure Hg Lamp at room temperature for 10 h
  2. customdescribed by Kanoka and Itoh [Synthesis, 36 (1972)]
  3. customThe solvent is removed in vacuo
  4. customthe residue is purified by preparative thin layer chromatography (“TLC”) (silica gel)
  5. customto yield the pure product

Sources & evidence

ORD record
ord-24447ca23f7649a6a745f94bbf5e4636
Source dataset
uspto-grants-2010_09
Patent number
US07790724B2

Reaction notes

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