Dimethyl Sulfate → HCID 13120703, compound

HRID 745241Notes

Reaction equation

HRID 745241 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]=[C:4]([C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[N:10]([CH3:17])[CH:9]=2)[C:3]1=[O:18].CN1C2C(=CC=CC=2)C(C2[C:30](=[O:35])NCCN=2)=C1.[H-].[Na+].S(OC)(OC)(=O)=O>CN(C)C=O>[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH:30]=[O:35])[CH:4]([C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[N:10]([CH3:17])[CH:9]=2)[C:3]1=[O:18]

Participants

6

Reactant 4

HCID 6497Dimethyl SulfateHCID 24758Sodium hydrideHCID 13120710HCID 13120710, compoundHCID 131207125,6-Dihydro-1-methyl-3-(1-methyl-1H-indol-3-yl)-2(1H)-pyrazinone

Product 1

HCID 13120703HCID 13120703, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

The 1-methyl-3-(1-methylindol-3-yl)-5,6-dihydro-2(1H)-pyrazinone required as the starting material is prepared as follows: 45.5 g (0.2 mol) of 3-(1-methylindol-3-yl)-5,6-dihydro-2(1H)-pyrazinone, prepared in accordance with Example 33, are dissolved in 400 ml of dimethylformamide, 5.3 g (0.22 mol) of sodium hydride are introduced, the mixture is stirred for 4 hours at 60° C., 27.8 g (0.22 mol) of dimethyl sulphate are added dropwise and the mixture is stirred for 20 hours at 60° C. The compound which is precipitated by dilution with water is recrystallised from methanol.

Workup

  1. customis prepared
  2. stirringthe mixture is stirred for 20 hours at 60° C
  3. customThe compound which is precipitated by dilution with water
  4. customis recrystallised from methanol

Sources & evidence

ORD record
ord-ad963afc1d7b47c481edf261649ebf28
Source dataset
uspto-grants-1986_07
Patent number
US04598079

Reaction notes

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