2H-[1,3]Dioxolo[4,5-b]pyridin-7-amine → HCID 68544982, compound

HRID 2374434Notes

Reaction equation

HRID 2374434 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH2:15][CH2:16][CH2:17][Cl:18])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][N:3]=1.[NH2:19][C:20]1[CH:25]=[CH:24][N:23]=[C:22]2[O:26][CH2:27][O:28][C:21]=12>>[Cl:18][CH2:17][CH2:16][CH2:15][O:14][C:8]1[CH:7]=[C:6]2[C:11]([C:2]([NH:19][C:20]3[CH:25]=[CH:24][N:23]=[C:22]4[O:26][CH2:27][O:28][C:21]=34)=[N:3][CH:4]=[N:5]2)=[CH:10][C:9]=1[O:12][CH3:13]

Participants

3

Reactant 2

HCID 450794752H-[1,3]Dioxolo[4,5-b]pyridin-7-amineHCID 574472274-Chloro-7-(3-chloropropoxy)-6-methoxyquinazoline

Product 1

HCID 68544982HCID 68544982, compoundYield 68%

Procedure

Using an analogous procedure to that described in Example 14, 4-chloro-7-(3-chloropropoxy)-6-methoxyquinazoline was reacted with 4-amino-2,3-methylenedioxypyridine to give the title compound in 68% yield; NMR Spectrum: (DMSOd6) 2.26 (m, 2H), 3.83 (m, 2H), 3.96 (s, 3H), 4.28 (m, 2H), 6.12 (s, 2H), 7.15 (br d, 1H), 7.25 (s, 1H), 7.61 (d, 1H), 7.81 (s, 1H), 8.49 (s, 1H), 9.79 (br s, 1H); Mass Spectrum: M+H+ 389.

Sources & evidence

ORD record
ord-06362361d9154e5c94f0071e89c665f4
Source dataset
uspto-grants-2008_12
Patent number
US07462623B2

Reaction notes

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