6-chloro-2H-[1,3]dioxolo[4,5-b]pyridin-7-amine → HCID 68549134, compound

HRID 2374429Notes

Reaction equation

HRID 2374429 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:16][CH2:17][C:18]3[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][C:19]=3[O:26][CH3:27])=[CH:9][C:10]=2[O:12][CH:13]([CH3:15])[CH3:14])[N:5]=[CH:4][N:3]=1.[NH2:28][C:29]1[C:34]([Cl:35])=[CH:33][N:32]=[C:31]2[O:36][CH2:37][O:38][C:30]=12>>[Cl:35][C:34]1[C:29]([NH:28][C:2]2[C:11]3[C:6](=[CH:7][C:8]([O:16][CH2:17][C:18]4[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][C:19]=4[O:26][CH3:27])=[CH:9][C:10]=3[O:12][CH:13]([CH3:15])[CH3:14])[N:5]=[CH:4][N:3]=2)=[C:30]2[O:38][CH2:37][O:36][C:31]2=[N:32][CH:33]=1

Participants

3

Reactant 2

HCID 685486516-chloro-2H-[1,3]dioxolo[4,5-b]pyridin-7-amineHCID 86605298HCID 86605298, compound

Product 1

HCID 68549134HCID 68549134, compoundYield 75%

Procedure

Using an analogous procedure to that described in Example 1, 4-chloro-7-(2,4-dimethoxybenzyloxy)-5-isopropoxyquinazoline was reacted with 4-amino-5-chloro-2,3-methylenedioxypyridine to give the title compound in 75% yield; NMR Spectrum: (CDCl3) 1.55 (d, 6H), 3.8 (s, 3H), 3.85 (s, 3H), 4.8 (m, 1H), 5.15 (s, 2H), 6.15 (s, 2H), 6.5 (m, 2H), 6.6 (s, 1H), 7.0 (s, 1H), 7.35 (d, 1H), 7.75 (s, 1H), 8.6 (s, 1H), 9.6 (s, 1H); Mass Spectrum: M+H+ 525 and 527.

Sources & evidence

ORD record
ord-7342cb73db2e4b06afa6f3ab933c530c
Source dataset
uspto-grants-2008_12
Patent number
US07462623B2

Reaction notes

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