Hydrochloric Acid → HCID 18399015, compound

HRID 1019384Notes

Reaction equation

HRID 1019384 reaction equation
C(OC([N:8]([N:12]1[C:21]([C:22]([O:24][CH3:25])=[O:23])=[C:20]([C:26]2[CH:31]=[C:30]([O:32][CH3:33])[C:29]([O:34][CH3:35])=[C:28]([O:36][CH3:37])[CH:27]=2)[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:13]1=[O:38])[CH2:9][CH2:10][OH:11])=O)(C)(C)C.Cl>O1CCOCC1>[OH:11][CH2:10][CH2:9][NH:8][N:12]1[C:21]([C:22]([O:24][CH3:25])=[O:23])=[C:20]([C:26]2[CH:27]=[C:28]([O:36][CH3:37])[C:29]([O:34][CH3:35])=[C:30]([O:32][CH3:33])[CH:31]=2)[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:13]1=[O:38]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 18398794HCID 18398794, compound

Product 1

HCID 18399015HCID 18399015, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of the compound obtained in Example 73 (170 nig) in dioxane (1 ml) is added a 4M solution of hydrogen chloride in dioxane (10 ml), and the mixture is stirred at room temperature for three hours. The reaction mixture is concentrated under reduced pressure, and the residue is dissolved in ethyl acetate. The mixture is washed with water, dried, and concentrated under reduced pressure. The residue is purified by Chromatotron (solvent; chloroform:acetone=5:1), and crystallized from diethyl ether to give 2-[-(2-hydroxyethyl)amino]-3-methoxycarbonyl-4-(3,4,5-trimethoxyphenyl)-1(2H)-isoquinolinone as listed in Table 6.

Workup

  1. concentrationThe reaction mixture is concentrated under reduced pressure
  2. dissolutionthe residue is dissolved in ethyl acetate
  3. washThe mixture is washed with water
  4. customdried
  5. concentrationconcentrated under reduced pressure
  6. customThe residue is purified by Chromatotron (solvent; chloroform:acetone=5:1)
  7. customcrystallized from diethyl ether

Sources & evidence

ORD record
ord-5b21699360284369856378fa7a440285
Source dataset
uspto-grants-2002_11
Patent number
US06486155B1

Reaction notes

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