6-chloro-2H-[1,3]dioxolo[4,5-b]pyridin-7-amine → 6-(2-Chloroethoxy)-4-(5-chloro-2,3-methylenedioxypyrid-4-ylamino)-7-methoxyquinazoline

HRID 2374426Notes

Reaction equation

HRID 2374426 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:16][CH3:17])=[C:9]([O:12][CH2:13][CH2:14][Cl:15])[CH:10]=2)[N:5]=[CH:4][N:3]=1.[NH2:18][C:19]1[C:24]([Cl:25])=[CH:23][N:22]=[C:21]2[O:26][CH2:27][O:28][C:20]=12>>[Cl:15][CH2:14][CH2:13][O:12][C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][C:8]=1[O:16][CH3:17])[N:5]=[CH:4][N:3]=[C:2]2[NH:18][C:19]1[C:24]([Cl:25])=[CH:23][N:22]=[C:21]2[O:26][CH2:27][O:28][C:20]=12

Participants

3

Reactant 2

HCID 685486516-chloro-2H-[1,3]dioxolo[4,5-b]pyridin-7-amineHCID 859710234-Chloro-6-(2-chloroethoxy)-7-methoxyquinazoline

Product 1

HCID 685446916-(2-Chloroethoxy)-4-(5-chloro-2,3-methylenedioxypyrid-4-ylamino)-7-methoxyquinazolineYield 59%

Procedure

Using an analogous procedure to that described in Example 1, 4-chloro-6-(2-chloroethoxy)-7-methoxyquinazoline was reacted with 4-amino-5-chloro-2,3-methylenedioxypyridine to give the title compound in 59% yield; NMR Spectrum: (CDCl3) 3.95 (t, 2H), 4.05 (s, 3H), 4.4 (t, 2H), 6.1 (s, 2H), 7.05 (s, 1H), 7.2 (s, 1H), 7.35 (s, 1H), 7.75 (s, 1H), 8.75 (s, 1H); Mass Spectrum: M+H+ 409 and 411.

Sources & evidence

ORD record
ord-43951ceb229848aea98deaa6c40d4691
Source dataset
uspto-grants-2008_12
Patent number
US07462623B2

Reaction notes

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