6-chloro-2H-[1,3]dioxolo[4,5-b]pyridin-7-amine → HCID 68541592, compound

HRID 2374425Notes

Reaction equation

HRID 2374425 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:16][CH2:17][CH2:18][Cl:19])=[CH:9][C:10]=2[O:12][CH:13]([CH3:15])[CH3:14])[N:5]=[CH:4][N:3]=1.[NH2:20][C:21]1[C:26]([Cl:27])=[CH:25][N:24]=[C:23]2[O:28][CH2:29][O:30][C:22]=12>>[Cl:19][CH2:18][CH2:17][O:16][C:8]1[CH:7]=[C:6]2[C:11]([C:2]([NH:20][C:21]3[C:26]([Cl:27])=[CH:25][N:24]=[C:23]4[O:28][CH2:29][O:30][C:22]=34)=[N:3][CH:4]=[N:5]2)=[C:10]([O:12][CH:13]([CH3:15])[CH3:14])[CH:9]=1

Participants

3

Reactant 2

HCID 685486516-chloro-2H-[1,3]dioxolo[4,5-b]pyridin-7-amineHCID 85971021HCID 85971021, compound

Product 1

HCID 68541592HCID 68541592, compoundYield 86%

Procedure

Using an analogous procedure to that described in Example 1, 4-chloro-7-(2-chloroethoxy)-5-isopropoxyquinazoline was reacted with 4-amino-5-chloro-2,3-methylenedioxypyridine to give the title compound in 86% yield; NMR Spectrum: (CDCl3) 1.55 (d, 6H), 3.9 (t, 2H), 4.4 (t, 2H), 4.9 (m, 1H), 6.2 (s, 2H), 6.6 (s, 1H), 6.85 (s, 1H), 7.75 (s, 1H), 8.6 (s, 1H), 9.65 (s, 1H); Mass Spectrum: M+H+ 437 and 439.

Sources & evidence

ORD record
ord-fab532d4900842d2a1532762135b753d
Source dataset
uspto-grants-2008_12
Patent number
US07462623B2

Reaction notes

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