Morpholine → HCID 19032339, compound

HRID 266135Notes

Reaction equation

HRID 266135 reaction equation
Cl[CH2:2][C:3]1[C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:11]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[O:24][CH3:25])[C:10]2[C:5](=[CH:6][C:7]([O:28][CH3:29])=[C:8]([O:26][CH3:27])[CH:9]=2)[N:4]=1.[NH:30]1[CH2:35][CH2:34][O:33][CH2:32][CH2:31]1>C(O)C>[CH3:27][O:26][C:8]1[CH:9]=[C:10]2[C:5](=[CH:6][C:7]=1[O:28][CH3:29])[N:4]=[C:3]([CH2:2][N:30]1[CH2:35][CH2:34][O:33][CH2:32][CH2:31]1)[C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:11]2[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[O:24][CH3:25]

Participants

4

Reactant 2

HCID 8083MorpholineHCID 22097651HCID 22097651, compound

Product 1

HCID 19032339HCID 19032339, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of ethyl 2-chloromethyl-6,7-dimethoxy-4-(2-methoxyphenyl)quinoline-3-carboxylate (1.0 g), morpholine (1.25 g) and ethanol (13 ml) was stirred at room temperature for 3 days. The precipitated crystals were separated by filtration and recrystallized from ethyl acetate-hexane to give ethyl 6,7-dimethoxy-4-(2-methoxyphenyl)-2-morpholinomethylquinoline-3-carboxylate (0.76 g, 68%). Colorless prisms, mp. 153°-154° C.

Workup

  1. customThe precipitated crystals were separated by filtration
  2. customrecrystallized from ethyl acetate-hexane

Sources & evidence

ORD record
ord-87c9cc4c3e4d4fe6b73a7888f196beb8
Source dataset
uspto-grants-1997_07
Patent number
US05650410

Reaction notes

Loading…