O-Toluidine → HCID 18921689, compound

HRID 1289520Notes

Reaction equation

HRID 1289520 reaction equation
[CH3:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].[CH3:9][C:10]1[C:11]([N:18]2[CH2:27][CH2:26][C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[CH:19]2[CH3:28])=[N:12][C:13]([Cl:17])=[N:14][C:15]=1[CH3:16]>CN(C)C=O>[ClH:17].[CH3:9][C:10]1[C:11]([N:18]2[CH2:27][CH2:26][C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[CH:19]2[CH3:28])=[N:12][C:13]([NH:4][C:3]2[CH:5]=[CH:6][CH:7]=[CH:8][C:2]=2[CH3:1])=[N:14][C:15]=1[CH3:16]

Participants

4

Reactant 2

HCID 7242O-ToluidineHCID 111853185,6-Dimethyl-2-chloro4-(1-methyl-1,2,3,4-tetrahydroisoquinolin-2-yl)pyrimidine

Product 1

HCID 18921689HCID 18921689, compoundYield 36%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

After 2-methylaniline(1.0 ml, 9.6 mmol) was added to a mixture solution of 5,6-Dimethyl-4-(1-methyl-1,2,3,4-tetrahydroisoquinolin-2-yl)-2-chloropyrimidine(1.34 g, 4.6 mmol) and dimethylformamide(5 ml), 0.65 g of the titled compound was obtained in accordance with the same procedure as in Step 2 of Example 1.

Sources & evidence

ORD record
ord-e79aff272c124e18a0a4d04abfc2a454
Source dataset
uspto-grants-1998_05
Patent number
US05750531

Reaction notes

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