4-Chloro-6,7-diethoxyquinazoline → 3-[1-(6,7-Diethoxy-4-quinazolinyl)-4-piperidinyl]-1,2,3,4-tetrahydro-1,6-dimethyl-2,4-dioxoquinazoline

HRID 55040Notes

Reaction equation

HRID 55040 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](=[CH:28][C:29]([O:36][CH2:37][CH3:38])=[C:30]([O:33][CH2:34][CH3:35])[CH:31]=2)[N:26]=[CH:25][N:24]=1>>[CH2:34]([O:33][C:30]1[CH:31]=[C:32]2[C:27](=[CH:28][C:29]=1[O:36][CH2:37][CH3:38])[N:26]=[CH:25][N:24]=[C:23]2[N:18]1[CH2:19][CH2:20][CH:15]([N:5]2[C:6](=[O:14])[C:7]3[C:12](=[CH:11][CH:10]=[C:9]([CH3:13])[CH:8]=3)[N:3]([CH3:2])[C:4]2=[O:21])[CH2:16][CH2:17]1)[CH3:35]

Participants

3

Reactant 2

HCID 116874744-Chloro-6,7-diethoxyquinazolineHCID 218512221,2,3,4-Tetrahydro-1,6-dimethyl-2,4-dioxo-3-(4-piperidinyl)quinazoline hydrobromide2×

Product 1

HCID 229233533-[1-(6,7-Diethoxy-4-quinazolinyl)-4-piperidinyl]-1,2,3,4-tetrahydro-1,6-dimethyl-2,4-dioxoquinazolineYield 24%

Procedure

The procedure similar to that described in Example 57 was repeated, except that 354.0 mg (1.00 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-diethoxyquinazoline was used in place of 4-chloro-6,7-dimethoxyquinazoline. As a result, 116.8 mg (yield: 24%) of Compound 98 was obtained as white crystals.

Workup

  1. customobtained in Example 41

Sources & evidence

ORD record
ord-48a55777f9014a56b77a846f8c105606
Source dataset
uspto-grants-1997_04
Patent number
US05624926

Reaction notes

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