N-Methylaniline → HCID 67626540, compound

HRID 1289588Notes

Reaction equation

HRID 1289588 reaction equation
[CH3:1][NH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH3:9][C:10]1[C:11]([Cl:28])=[N:12][C:13]([N:17]2[CH2:26][CH2:25][C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[C@@H:18]2[CH3:27])=[N:14][C:15]=1[CH3:16]>CN(C)C=O>[ClH:28].[CH3:9][C:10]1[C:11]([N:2]([C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=2)[CH3:1])=[N:12][C:13]([N:17]2[CH2:26][CH2:25][C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[C@@H:18]2[CH3:27])=[N:14][C:15]=1[CH3:16]

Participants

4

Reactant 2

HCID 7515N-MethylanilineHCID 54324573HCID 54324573, compound

Product 1

HCID 67626540HCID 67626540, compoundYield 44.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

After N-methylaniline(0.6 ml, 5 mmol) was added to a mixture solution of (S)-5,6-dimethyl-2-(1-methyl-1,2,3,4-tetrahydroisoquinolin-2-yl)-4-chloropyrimidine(0.7 g, 2.4 mmol) prepared in the Step 2 of Example 62 and dimethylformamide(10 ml), 0.42 g of the titled compound was obtained in accordance with the same procedure as in Step 4 of Example 57.

Sources & evidence

ORD record
ord-10e80252c5484f3d8295216cb2f31361
Source dataset
uspto-grants-1998_05
Patent number
US05750531

Reaction notes

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