N-Methylaniline → HCID 69955429, compound

HRID 1289525Notes

Reaction equation

HRID 1289525 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]([N:19]2[CH2:28][CH2:27][C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[CH:20]2[CH3:29])=[N:12][C:13]([Cl:18])=[N:14][C:15]=1[CH2:16][CH3:17]>CN(C)C=O>[ClH:18].[CH3:9][C:10]1[C:11]([N:19]2[CH2:28][CH2:27][C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[CH:20]2[CH3:29])=[N:12][C:13]([N:2]([C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=2)[CH3:1])=[N:14][C:15]=1[CH2:16][CH3:17]

Participants

4

Reactant 2

HCID 7515N-MethylanilineHCID 18921662HCID 18921662, compound

Product 1

HCID 69955429HCID 69955429, compoundYield 55.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

After N-methylaniline(0.44 ml, 4.06 mmol) was added to a mixed solution of 5-methyl-6-ethyl-4-(1-methyl-1,2,3,4-tetrahydroisoquinolin-2-yl)-2-chloropyrimidine(0.80 g, 2.65 mmol) and dimethylformamide(5 ml), 0.60 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-6ceab82d405e48429e057dcac9e4f188
Source dataset
uspto-grants-1998_05
Patent number
US05750531

Reaction notes

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