7,8-Dimethoxy-1,2,3,4-tetrahydroisoquinoline → 4-Amino-2-(7,8-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl)-6,7,8-trimethoxyquinazoline

HRID 442123

Reaction equation

HRID 442123 reaction equation
[NH2:1][C:2]1[C:11]2[C:6](=[C:7]([O:16][CH3:17])[C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[C:4](Cl)[N:3]=1.[CH3:19][O:20][C:21]1[C:30]([O:31][CH3:32])=[C:29]2[C:24]([CH2:25][CH2:26][NH:27][CH2:28]2)=[CH:23][CH:22]=1>>[NH2:1][C:2]1[C:11]2[C:6](=[C:7]([O:16][CH3:17])[C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[C:4]([N:27]2[CH2:26][CH2:25][C:24]3[C:29](=[C:30]([O:31][CH3:32])[C:21]([O:20][CH3:19])=[CH:22][CH:23]=3)[CH2:28]2)[N:3]=1

Participants

3

Reactant 2

HCID 1796067,8-Dimethoxy-1,2,3,4-tetrahydroisoquinolineHCID 30158042-Chloro-6,7,8-trimethoxyquinazolin-4-amine

Product 1

HCID 214167364-Amino-2-(7,8-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl)-6,7,8-trimethoxyquinazoline

Procedure

The procedure described in Example 1 was followed to prepare the above compound, starting from 4-amino-2-chloro-6,7,8-trimethoxyquinazoline and using 7,8-dimethoxy-1,2,3,4-tetrahydroisoquinoline as the reagent of choice on the same molar basis as before. In this particular instance, the final product was isolated as the free base compound, m.p. 190° C.

Workup

  1. customto prepare the above compound

Sources & evidence

ORD record
ord-a39d9dd8942b42a59ba96727d9d873c3
Source dataset
uspto-grants-1977_08
Patent number
US04044136

Linked notes

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