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

HRID 275934Notes

Reaction equation

HRID 275934 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([CH3:9])=[C:4]([CH2:10][O:11][CH3:12])[N:3]=1.[CH3:13][CH:14]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH2:17][CH2:16][NH:15]1>>[CH3:12][O:11][CH2:10][C:4]1[N:3]=[C:2]([Cl:1])[N:7]=[C:6]([N:15]2[CH2:16][CH2:17][C:18]3[C:23](=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH:14]2[CH3:13])[C:5]=1[CH3:9]

Participants

3

Reactant 2

HCID 922141-Methyl-1,2,3,4-tetrahydroisoquinolineHCID 183158422,4-Dichloro-6-methoxymethyl-5-methylpyrimidine

Product 1

HCID 183157576-Methoxymethyl-5-methyl-2-chloro4-(1-methyl-1,2,3,4-tetrahydroisoquinolin-2-yl)pyrimidineYield 60%

Procedure

The same procedures as in Step 1 of Example 25 were repeated using 2,4-dichloro-6-methoxymethyl-5-methylpyrimidine(1.3 g, 6.3 mmol) and 1-methyl-1,2,3,4-tetrahydroisoquinoline(1.02 g, 6.93 mmol) to afford 1.2 g of the titled compound. (Yield: 60%)

Sources & evidence

ORD record
ord-022b705888814b40a7cc51cf391741ac
Source dataset
uspto-grants-2002_03
Patent number
US06352993B1

Reaction notes

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