Hydrochloric Acid → HCID 18399029, compound

HRID 1019388Notes

Reaction equation

HRID 1019388 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[C:9](=[O:15])[N:8]([N:16]1[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1)[C:7]([C:22]([O:24][CH3:25])=[O:23])=[C:6]2[C:26]1[CH:31]=[C:30]([O:32][CH3:33])[C:29]([O:34]C)=[C:28]([O:36][CH3:37])[CH:27]=1.Cl.O1CCOCC1.O>C(Cl)(Cl)Cl>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[C:9](=[O:15])[N:8]([N:16]1[CH2:17][CH2:18][O:19][CH2:20][CH2:21]1)[C:7]([C:22]([O:24][CH3:25])=[O:23])=[C:6]2[C:26]1[CH:31]=[C:30]([O:32][CH3:33])[C:29]([OH:34])=[C:28]([O:36][CH3:37])[CH:27]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 312751,4-DioxaneHCID 10885756HCID 10885756, compound

Product 1

HCID 18399029HCID 18399029, compoundYield 41.9%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A mixture of the compound obtained in Example 118 (1.3 g), conc.hydrochloric acid (15 ml) and dioxane (15 ml) is heated under reflux overnight. The reaction mixture is cooled to room temperature, and thereto are added water and chloroform. The extract is washed, dried, and concentrated under reduced pressure. The residue is purified by silica gel column chromatography (solvent; chloroform:acetone=50:1) to give 6,7-dimethoxy-4-(3,5-dimethoxy-4-hydroxyphenyl)-3-methoxycarbonyl-2-morpholino-1(2H)-isoquinolinone (530 mg) as listed in Table 10.

Workup

  1. temperatureunder reflux overnight
  2. washThe extract is washed
  3. customdried
  4. concentrationconcentrated under reduced pressure
  5. customThe residue is purified by silica gel column chromatography (solvent; chloroform:acetone=50:1)

Sources & evidence

ORD record
ord-b5c7c8964f254b7cb0a0b437f72993eb
Source dataset
uspto-grants-2002_11
Patent number
US06486155B1

Reaction notes

Loading…