4-Methoxybenzylamine → HCID 13236307, compound

HRID 1649238Notes

Reaction equation

HRID 1649238 reaction equation
O1[CH2:6][CH2:5][N:4]([C:7]2[CH:8]=[C:9]3[C:14](=[CH:15][CH:16]=2)[NH:13][C:12](=[O:17])[CH2:11][CH2:10]3)[CH2:3][CH2:2]1.[CH3:18][O:19][C:20]1[CH:27]=[CH:26][C:23]([CH2:24][NH2:25])=[CH:22][CH:21]=1>>[CH3:18][O:19][C:20]1[CH:27]=[CH:26][C:23]([CH2:24][N:25]2[CH2:6][CH2:5][N:4]([C:7]3[CH:8]=[C:9]4[C:14](=[CH:15][CH:16]=3)[NH:13][C:12](=[O:17])[CH2:11][CH2:10]4)[CH2:3][CH2:2]2)=[CH:22][CH:21]=1

Participants

3

Reactant 2

HCID 754524-MethoxybenzylamineHCID 11042615HCID 11042615, compound

Product 1

HCID 13236307HCID 13236307, compoundYield 10%

Procedure

A mixture of 2.32 g of 6-morpholino-3,4-dihydrocarbostyril and 14.7 g of 4-methoxybenzylamine was placed in a sealed tube and heated at 170° to 200° C. for 5 hours. Excessive 4-methoxybenzylamine was distilled off under reduced pressure and the residue was isolated and purified through silica gel column chromatography followed by recrystallization from ethanol to give 0.35 g of 6-[4-(4-methoxybenzyl)-1-piperazinyl]-3,4-dihydrocarbostyril, m.p. 196°-198° C., colorless needles.

Workup

  1. customwas placed in a sealed tube
  2. temperatureheated at 170° to 200° C. for 5 hours
  3. distillationExcessive 4-methoxybenzylamine was distilled off under reduced pressure
  4. customthe residue was isolated
  5. custompurified through silica gel column chromatography
  6. customfollowed by recrystallization from ethanol

Sources & evidence

ORD record
ord-cbe9a4e31eec4645a606de32f2d22b12
Source dataset
uspto-grants-1983_11
Patent number
US04415572

Reaction notes

Loading…