2H-[1,3]Dioxolo[4,5-b]pyridin-7-amine → HCID 68548303, compound

HRID 2374436Notes

Reaction equation

HRID 2374436 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][N:7]([CH2:10][CH2:11][O:12][C:13]2[CH:22]=[C:21]3[C:16]([C:17](Cl)=[N:18][CH:19]=[N:20]3)=[C:15]([O:24][CH:25]([CH3:27])[CH3:26])[CH:14]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2].[NH2:28][C:29]1[CH:34]=[CH:33][N:32]=[C:31]2[O:35][CH2:36][O:37][C:30]=12>>[C:1]([N:4]1[CH2:9][CH2:8][N:7]([CH2:10][CH2:11][O:12][C:13]2[CH:22]=[C:21]3[C:16]([C:17]([NH:28][C:29]4[CH:34]=[CH:33][N:32]=[C:31]5[O:35][CH2:36][O:37][C:30]=45)=[N:18][CH:19]=[N:20]3)=[C:15]([O:24][CH:25]([CH3:27])[CH3:26])[CH:14]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 450794752H-[1,3]Dioxolo[4,5-b]pyridin-7-amineHCID 86605300HCID 86605300, compound

Product 1

HCID 68548303HCID 68548303, compoundYield 55%

Procedure

Using an analogous procedure to that described in Example 16, 7-[2-(4-acetylpiperazin-1-yl)ethoxy]-4-chloro-5-isopropoxyquinazoline was reacted with 4-amino-2,3-methylenedioxypyridine to give the title compound in 55% yield; NMR Spectrum: (CDCl3) 1.55 (s, 3H), 1.56 (s, 3H), 2.1 (s, 3H), 2.59 (m, 4H), 2.89 (m, 2H), 3.51 (m, 2H), 3.67 (m, 2H), 4.24 (m, 2H), 4.85 (m, 1H), 6.13 (s, 2H), 6.57 (s, 1H), 6.85 (s, 1H), 7.71 (d, 1H), 8.41 (d, 1H), 8.66 (s, 1H); Mass Spectrum: M+H+ 495.

Sources & evidence

ORD record
ord-0942084df48d44f19741748c1c3716e3
Source dataset
uspto-grants-2008_12
Patent number
US07462623B2

Reaction notes

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