1-Methyl-1,2,3,4-tetrahydroisoquinoline → 5,6-Dimethyl-2-chloro4-(1-methyl-1,2,3,4-tetrahydroisoquinolin-2-yl)pyrimidine

HRID 1289509Notes

Reaction equation

HRID 1289509 reaction equation
[CH3:1][CH:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:5][CH2:4][NH:3]1.[CH3:12][C:13]1[C:14](Cl)=[N:15][C:16]([Cl:20])=[N:17][C:18]=1[CH3:19]>>[CH3:12][C:13]1[C:14]([N:3]2[CH2:4][CH2:5][C:6]3[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=3)[CH:2]2[CH3:1])=[N:15][C:16]([Cl:20])=[N:17][C:18]=1[CH3:19]

Participants

3

Reactant 2

HCID 922141-Methyl-1,2,3,4-tetrahydroisoquinolineHCID 2415532,4-Dichloro-5,6-dimethylpyrimidine

Product 1

HCID 111853185,6-Dimethyl-2-chloro4-(1-methyl-1,2,3,4-tetrahydroisoquinolin-2-yl)pyrimidineYield 60.4%

Procedure

In accordance with the same procedure as in Step 1 of Example 1, except that 1-methyl-1,2,3,4-tetrahydroisoquinoline(3.9 g, 26.4 mmol) and 5,6-dimethyl-2,4-dichloropyrimidine(4.3 g, 24 mmol) prepared in the above Step 1 were used as starting materials, 4.17 g of the titled compound was prepared. (Yield: 60.4%)

Sources & evidence

ORD record
ord-7481ef823f724e429267cc333ade0c25
Source dataset
uspto-grants-1998_05
Patent number
US05750531

Reaction notes

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