HCID 18000191, compound → HCID 18000183, compound

HRID 1856712Notes

Reaction equation

HRID 1856712 reaction equation
[CH2:1]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][CH:16]=[C:17]([C:23]([O:25]CC)=O)[C:18]([O:20][CH2:21][CH3:22])=[O:19])=[CH:11][N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C1(OC2C=CC=CC=2)C=CC=CC=1>[CH2:1]([NH:8][C:9]1[N:10]=[C:11]2[C:12](=[CH:13][CH:14]=1)[NH:15][CH:16]=[C:17]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[C:23]2=[O:25])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 18000191HCID 18000191, compound

Product 1

HCID 18000183HCID 18000183, compound

Reagents, catalysts & solvents 1

HCID 7583Diphenyl EtherSolvent

Procedure

Diethyl (2-benzylamino-5-pyridylaminomethylene)malonate (2.23 g) was added to diphenyl ether (10 mL) preheated to 230° C. Heating was continued for 0.5 h, the reaction flask removed from the oil bath, and the mixture allowed to cool to ambient temperature. The product was triturated with 1:1 ether:hexanes, collected, rinsed with ether, and dried to give 1.47 9 of ethyl 6-benzylamino-4-oxo-1,4-dihydro-1,5-naphthyridine-3-carboxylate as a brown solid.

Workup

  1. custompreheated to 230° C
  2. temperatureHeating
  3. customthe reaction flask removed from the oil bath
  4. customThe product was triturated with 1:1 ether
  5. customhexanes, collected
  6. washrinsed with ether
  7. customdried

Sources & evidence

ORD record
ord-076b83e3c0dd4a0889f5b844a658ba4e
Source dataset
uspto-grants-2000_11
Patent number
US06143760

Reaction notes

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