Chloroform → HCID 18399107, compound

HRID 1019383Notes

Reaction equation

HRID 1019383 reaction equation
[C:1]([O:5][C:6]([NH:8][N:9]1[C:18]([C:19]([O:21][CH3:22])=[O:20])=[C:17]([C:23]2[CH:28]=[C:27]([O:29][CH3:30])[C:26]([O:31][CH3:32])=[C:25]([O:33][CH3:34])[CH:24]=2)[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]1=[O:35])=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:36](=O)([O-])[O-].[K+].[K+].CI.C(Cl)(Cl)Cl>CN(C)C=O.O>[CH3:22][O:21][C:19]([C:18]1[N:9]([N:8]([CH3:36])[C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[C:10](=[O:35])[C:11]2[C:16]([C:17]=1[C:23]1[CH:24]=[C:25]([O:33][CH3:34])[C:26]([O:31][CH3:32])=[C:27]([O:29][CH3:30])[CH:28]=1)=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:20]

Participants

7

Reactant 4

HCID 6212ChloroformHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 18399126HCID 18399126, compound

Product 1

HCID 18399107HCID 18399107, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

The compound obtained in Example 67 (1.00 g) is dissolved in dimethylformamide (10 ml), and thereto are added potassium carbonate (382 mg) and methyl iodide (392 mg). The mixture is stirred at room temperature overnight, and thereto are added chloroform and water. The chloroform layer is separated, washed, dried, and concentrated under reduced pressure. The residue is crystallized from diethyl ether to give 3-methoxycarbonyl-2-(N-methyl-N-tert-butoxycarbonylamino)-4-(3,4,5-trimethoxyphenyl)-1(2H)-isoquinolinone as listed in Table 6, which is used as a starting compound in Example 72 without further purification.

Workup

  1. customThe chloroform layer is separated
  2. washwashed
  3. customdried
  4. concentrationconcentrated under reduced pressure
  5. customThe residue is crystallized from diethyl ether

Sources & evidence

ORD record
ord-a934eb08cbf24e4ba34986db10b66565
Source dataset
uspto-grants-2002_11
Patent number
US06486155B1

Reaction notes

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