4-Chloro-6,7,8-trimethoxyquinazoline → 1,2,3,4-Tetrahydro-1,6-dimethyl-2,4-dioxo-3-[1-(6,7,8-trimethoxy-4-quinazolinyl)-4-piperidinyl]quinazoline

HRID 1451900Notes

Reaction equation

HRID 1451900 reaction equation
Br.[CH3:2][N:3]1[C:12]2[C:7](=[CH:8][C:9]([CH3:13])=[CH:10][CH:11]=2)[C:6](=[O:14])[N:5]([CH:15]2[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]2)[C:4]1=[O:21].Cl[C:23]1[C:32]2[C:27](=[C:28]([O:37][CH3:38])[C:29]([O:35][CH3:36])=[C:30]([O:33][CH3:34])[CH:31]=2)[N:26]=[CH:25][N:24]=1>>[CH3:2][N:3]1[C:12]2[C:7](=[CH:8][C:9]([CH3:13])=[CH:10][CH:11]=2)[C:6](=[O:14])[N:5]([CH:15]2[CH2:20][CH2:19][N:18]([C:23]3[C:32]4[C:27](=[C:28]([O:37][CH3:38])[C:29]([O:35][CH3:36])=[C:30]([O:33][CH3:34])[CH:31]=4)[N:26]=[CH:25][N:24]=3)[CH2:17][CH2:16]2)[C:4]1=[O:21]

Participants

3

Reactant 2

HCID 1006864-Chloro-6,7,8-trimethoxyquinazolineHCID 218512221,2,3,4-Tetrahydro-1,6-dimethyl-2,4-dioxo-3-(4-piperidinyl)quinazoline hydrobromide2×

Product 1

HCID 229234291,2,3,4-Tetrahydro-1,6-dimethyl-2,4-dioxo-3-[1-(6,7,8-trimethoxy-4-quinazolinyl)-4-piperidinyl]quinazolineYield 25%

Procedure

The procedure similar to that described in Example 57 was repeated, except that 1.06 g (3.0 mmol) of 1,2,3,4-tetrahydro-1,6-dimethyl-2,4-dioxo-3-(4-piperidinyl)quinazoline hydrobromide (Compound v) obtained in Example 41 was used and 4-chloro-6,7,8-trimethoxyquinazoline was used in place of 4-chloro-6,7-dimethoxyquinazoline. As a result, 365.1 mg (yield: 25%) of Compound 86 was obtained as white crystals.

Workup

  1. customobtained in Example 41

Sources & evidence

ORD record
ord-1c08b2c553af49e19c1eefe528f3a07c
Source dataset
uspto-grants-1997_02
Patent number
US05605900

Reaction notes

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