p-Toluenesulfonic acid → N-Cyclopropyl-4-methyl-3-[6-(4-methylpiperazin-1-yl)-4-oxoquinazolin-3(4H)-yl]benzamide 4-toluenesulfonate salt

HRID 2354246Notes

Reaction equation

HRID 2354246 reaction equation
[C:1]1([CH3:11])[CH:6]=[CH:5][C:4]([S:7]([OH:10])(=[O:9])=[O:8])=[CH:3][CH:2]=1.[CH:12]1([NH:15][C:16](=[O:42])[C:17]2[CH:22]=[CH:21][C:20]([CH3:23])=[C:19]([N:24]3[C:33](=[O:34])[C:32]4[C:27](=[CH:28][CH:29]=[C:30]([N:35]5[CH2:40][CH2:39][N:38]([CH3:41])[CH2:37][CH2:36]5)[CH:31]=4)[N:26]=[CH:25]3)[CH:18]=2)[CH2:14][CH2:13]1>C(OCC)(=O)C>[C:1]1([CH3:11])[CH:2]=[CH:3][C:4]([S:7]([OH:10])(=[O:8])=[O:9])=[CH:5][CH:6]=1.[CH:12]1([NH:15][C:16](=[O:42])[C:17]2[CH:22]=[CH:21][C:20]([CH3:23])=[C:19]([N:24]3[C:33](=[O:34])[C:32]4[C:27](=[CH:28][CH:29]=[C:30]([N:35]5[CH2:36][CH2:37][N:38]([CH3:41])[CH2:39][CH2:40]5)[CH:31]=4)[N:26]=[CH:25]3)[CH:18]=2)[CH2:14][CH2:13]1

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 11373432Azd-6703

Product 1

HCID 86610974N-Cyclopropyl-4-methyl-3-[6-(4-methylpiperazin-1-yl)-4-oxoquinazolin-3(4H)-yl]benzamide 4-toluenesulfonate salt

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Using an analogous procedure to that described in Example 45, a 0.1N solution of 4-toluenesulfonic 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, 3H), 2.29 (s, 3H), 2.85 (m, 1H), 2.89 (s, 3H), 3.08 (m, 2H), 3.20 (m, 2H), 3.56 (m, 2H), 4.04 (m, 2H), 7.12 (d, 2H), 7.48 (d, 2H), 7.52-7.59 (m, 2H), 7.71 (m, 2H), 7.83 (d, 1H), 7.91 (m, 1H), 8.16 (s, 1H), 8.49 (d, 1H), 9.64 (s, 1H).

Sources & evidence

ORD record
ord-c1f4a6a22fe04e42b1c2770c786c2b91
Source dataset
uspto-grants-2010_07
Patent number
US07750154B2

Reaction notes

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