3-Isoxazolamine → 3-[8-cyano-6-(4-methylpiperazin-1-yl)-4-oxoquinazolin-3(4H)-yl]-N-isoxazol-3-yl-4-methylbenzamide
Reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([N:24]2[CH2:29][CH2:28][N:27]([CH3:30])[CH2:26][CH2:25]2)[CH:6]=[C:7]2[C:12]=1[N:11]=[CH:10][N:9]([C:13]1[CH:14]=[C:15]([CH:19]=[CH:20][C:21]=1[CH3:22])[C:16](O)=[O:17])[C:8]2=[O:23])#[N:2].[NH2:31][C:32]1[CH:36]=[CH:35][O:34][N:33]=1>>[C:1]([C:3]1[CH:4]=[C:5]([N:24]2[CH2:25][CH2:26][N:27]([CH3:30])[CH2:28][CH2:29]2)[CH:6]=[C:7]2[C:12]=1[N:11]=[CH:10][N:9]([C:13]1[CH:14]=[C:15]([CH:19]=[CH:20][C:21]=1[CH3:22])[C:16]([NH:31][C:32]1[CH:36]=[CH:35][O:34][N:33]=1)=[O:17])[C:8]2=[O:23])#[N:2]Participants
3
Procedure
Using an analogous procedure to that described paragraph (A) in the portion of Example 4, 3-[8-cyano-6-(4-methylpiperazin-1-yl)-4-oxoquinazolin-3(4H)-yl]-4-methylbenzoic acid was reacted with 3-aminoisoxazole to give 3-[8-cyano-6-(4-methylpiperazin-1-yl)-4-oxoquinazolin-3(4H)-yl]-N-isoxazol-3-yl-4-methylbenzamide; NMR Spectrum: (DMSOd6) 2.19 (s, 3H), 2.24 (s, 3H), 2.49 (m, 4H), 3.35 (m, 4H), 7.04 (d, 1H), 7.61 (d, 1H), 7.70 (d, 1H), 8.11 (m, 3H), 8.30 (s, 1H), 8.84 (d, 1H), 11.46 (s, 1H); Mass Spectrum: M+H+ 470.
Sources & evidence
- ORD record
- ord-bf2a43c1dea84e979d7a52051739d74a
- Source dataset
- uspto-grants-2010_04
- Patent number
- US07696215B2
Reaction notes
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