4-Chloro-6-methoxy-7-(3-(4-methylpiperazin-1-yl)propoxy)quinazoline → HCID 21936057, compound

HRID 1241580Notes

Reaction equation

HRID 1241580 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH2:15][CH2:16][CH2:17][N:18]3[CH2:23][CH2:22][N:21]([CH3:24])[CH2:20][CH2:19]3)=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][N:3]=1.[Br:25][C:26]1[C:31]([NH2:32])=[C:30]2[O:33][CH2:34][O:35][C:29]2=[CH:28][CH:27]=1>>[Br:25][C:26]1[C:31]([NH:32][C:2]2[C:11]3[C:6](=[CH:7][C:8]([O:14][CH2:15][CH2:16][CH2:17][N:18]4[CH2:23][CH2:22][N:21]([CH3:24])[CH2:20][CH2:19]4)=[C:9]([O:12][CH3:13])[CH:10]=3)[N:5]=[CH:4][N:3]=2)=[C:30]2[O:33][CH2:34][O:35][C:29]2=[CH:28][CH:27]=1

Participants

3

Reactant 2

HCID 112450614-Chloro-6-methoxy-7-(3-(4-methylpiperazin-1-yl)propoxy)quinazolineHCID 219360135-Bromo-2H-1,3-benzodioxol-4-amine

Product 1

HCID 21936057HCID 21936057, compound

Procedure

Using an analogous procedure to that described in Example 15, 4-chloro-6-methoxy-7-[3-(4-methylpiperazin-1-yl)propoxy]quinazoline was reacted with 6-bromo-2,3-Methylenedioxyaniline to give the title compound as a solid; NMR Spectrum: DMSOd6 and CF3CO2D) 2.3 (m, 2H), 2.95 (s, 3H), 3.2–3.9 (br s, 8H), 3.4 (m, 2H), 4.0 (s, 3H), 4.35 (m, 2H), 6.15 (s, 2H), 7.05 (d, 1H), 7.3 (d, 1H), 7.4 (s, 1H), 8.15 (s, 1H), 8.9 (s, 1H); Mass Spectrum: M+H+ 530 and 532; Elemental Analysis: Found C, 54.25; H, 5.54; N, 12.8. C24H28BrN5O4 requires C, 54.35; H, 5.32; N, 13.2%.

Sources & evidence

ORD record
ord-facc6c9564654b8c9fe2828aac488eee
Source dataset
uspto-grants-2006_10
Patent number
US07115615B2

Reaction notes

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