1,2,3,4-Tetrahydroisoquinoline → 2-Chloro-5,6-dimethyl-4-(1,2,3,4-tetrahydroisoquinolin-2-yl)pyrimidine

HRID 1289546Notes

Reaction equation

HRID 1289546 reaction equation
[CH2:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][NH:2]1.[CH3:11][C:12]1[C:13](Cl)=[N:14][C:15]([Cl:19])=[N:16][C:17]=1[CH3:18]>>[CH3:11][C:12]1[C:13]([N:2]2[CH2:3][CH2:4][C:5]3[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=3)[CH2:1]2)=[N:14][C:15]([Cl:19])=[N:16][C:17]=1[CH3:18]

Participants

3

Reactant 2

HCID 70461,2,3,4-Tetrahydroisoquinoline2×HCID 2415532,4-Dichloro-5,6-dimethylpyrimidine

Product 1

HCID 183157432-Chloro-5,6-dimethyl-4-(1,2,3,4-tetrahydroisoquinolin-2-yl)pyrimidineYield 68.7%

Procedure

In accordance with the same procedure as in Step 1 of Example 1, except that 1,2,3,4-tetrahydroisoquinoline(2.9 g, 23 mmol) and 5,6-dimethyl-2,4-dichloropyrimidine(3.8 g, 21 mmol) and 1,2,3,4-tetrahydroisoquinoline(2.9 g, 23 mmol) prepared in Step 1 of Example 12 were used as starting materials, 3.95 g of the titled compound was prepared.

Sources & evidence

ORD record
ord-a0381e5e0bd448c3bf3f0ba37a699ed4
Source dataset
uspto-grants-1998_05
Patent number
US05750531

Reaction notes

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