5,6,7-Trimethoxy-1,2,3,4-tetrahydroisoquinoline → 4-Amino-6,7,8-trimethoxy-2-(5,6,7-trimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl)quinazoline

HRID 442124

Reaction equation

HRID 442124 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]([O:33][CH3:34])[CH:28]=[C:27]2[C:22]=1[CH2:23][CH2:24][NH:25][CH2:26]2>>[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:25]2[CH2:24][CH2:23][C:22]3[C:27](=[CH:28][C:29]([O:33][CH3:34])=[C:30]([O:31][CH3:32])[C:21]=3[O:20][CH3:19])[CH2:26]2)[N:3]=1

Participants

3

Reactant 2

HCID 2705295,6,7-Trimethoxy-1,2,3,4-tetrahydroisoquinolineHCID 30158042-Chloro-6,7,8-trimethoxyquinazolin-4-amine

Product 1

HCID 214167034-Amino-6,7,8-trimethoxy-2-(5,6,7-trimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl)quinazoline

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 5,6,7-trimethoxy-1,2,3,4-tetrahydroisoquinoline as the regent of choice on the same molar basis as before. In this particular instance, the final product was obtained as the free base compound, m.p. 193°-195° C.

Workup

  1. customto prepare the above compound

Sources & evidence

ORD record
ord-8bd2c6be9fcd412591a7f0c51c5ad37e
Source dataset
uspto-grants-1977_08
Patent number
US04044136

Linked notes

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