Quinazolinedione → 1-(4-Chloro-3-(4-(cyclohexylcarbonyl)piperazine-1-carbonyl)benzyl)quinazoline-2,4(1H,3H)-dione
Reaction equation
C([C:4]1[O:5][C:6]([CH2:9][N:10]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[C:13](=[O:20])[NH:12][C:11]2=[O:21])=[CH:7][CH:8]=1)(O)=O.N1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[C:25](=[O:32])[NH:24][C:23]1=O.[Cl:34][CH2:35][C:36]1OC(C(OCC)=O)=C[CH:37]=1.COC(C1C=[C:52](C=CC=1)[CH2:53][N:54]1C2C(=CC=CC=2)C(=O)N[C:55]1=O)=O>>[Cl:34][C:35]1[CH:36]=[CH:37][C:6]([CH2:9][N:10]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[C:13](=[O:20])[NH:12][C:11]2=[O:21])=[CH:7][C:8]=1[C:4]([N:54]1[CH2:53][CH2:52][N:24]([C:25]([CH:26]2[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]2)=[O:32])[CH2:23][CH2:55]1)=[O:5]Participants
5
Reactant 4
Product 1
Procedure
The following compounds were prepared from 1-((2-carboxy-furan-5-yl)methyl)quinazoline-2,4(1H,3H)-dione (prepared from quinazoline-2,4(1H,3H)-dione and ethyl 5-(chloromethyl)furan-2-carboxylate using a procedure similar to those described for the synthesis of compounds of Example 1 and 2), and the corresponding substituted piperazine using a procedure similar to those described for the synthesis of compound of Example 3.
Sources & evidence
- ORD record
- ord-b8d6ff7b9fa34dc0b1c5f8c76257b8ea
- Source dataset
- uspto-grants-2016_03
- Patent number
- US09290460B2
Reaction notes
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