Methanesulfonic Acid → n-Cyclopropyl-4-methyl-3-[6-(4-methylpiperazin-1-yl)-4-oxoquinazolin-3(4h)-yl]benzamide bismethanesulfonate salt

HRID 2354241Notes

Reaction equation

HRID 2354241 reaction equation
[CH3:1][S:2]([OH:5])(=[O:4])=[O:3].[CH:6]1([NH:9][C:10](=[O:36])[C:11]2[CH:16]=[CH:15][C:14]([CH3:17])=[C:13]([N:18]3[C:27](=[O:28])[C:26]4[C:21](=[CH:22][CH:23]=[C:24]([N:29]5[CH2:34][CH2:33][N:32]([CH3:35])[CH2:31][CH2:30]5)[CH:25]=4)[N:20]=[CH:19]3)[CH:12]=2)[CH2:8][CH2:7]1>C(OCC)(=O)C>[CH3:1][S:2]([OH:5])(=[O:4])=[O:3].[CH3:1][S:2]([OH:5])(=[O:4])=[O:3].[CH:6]1([NH:9][C:10](=[O:36])[C:11]2[CH:16]=[CH:15][C:14]([CH3:17])=[C:13]([N:18]3[C:27](=[O:28])[C:26]4[C:21](=[CH:22][CH:23]=[C:24]([N:29]5[CH2:30][CH2:31][N:32]([CH3:35])[CH2:33][CH2:34]5)[CH:25]=4)[N:20]=[CH:19]3)[CH:12]=2)[CH2:8][CH2:7]1

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 11373432Azd-6703

Product 1

HCID 86610969n-Cyclopropyl-4-methyl-3-[6-(4-methylpiperazin-1-yl)-4-oxoquinazolin-3(4h)-yl]benzamide bismethanesulfonate salt

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Using an analogous procedure to that described in Example 45, two equivalents of 1N methanesulfonic acid in ethyl acetate was reacted with N-cyclopropyl-4-methyl-3-[6-(4 methylpiperazin-1-yl)-4-oxoquinazolin-3(4H)-yl]benzamide to gave the title compound; NMR Spectrum: (DMSOd6) 0.56 (m, 2H), 0.70 (m, 2H), 2.13 (s, 1H), 2.40 (s, 6H), 2.87 (m, 1H), 2.89 (d, 3H), 3.10-3.30 (m, 4H), 3.58 (m, 2H), 4.05 (m, 2H), 7.52 (d, 1H), 7.59 (d, 1H), 7.71 (m, 2H), 7.84 (s, 1H), 7.91 (m, 1H), 8.22 (s, 1H), 8.47 (d, 1H), 9.74 (s, 1H).

Sources & evidence

ORD record
ord-8ce1c4862fdf41dbb34a8d4a8f7be47e
Source dataset
uspto-grants-2010_07
Patent number
US07750154B2

Reaction notes

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