4-Fluorophenylboronic acid → Benzyl 5-(2-cyanophenyl)-4-ethyl-2-formyl-1H-pyrrole-3-carboxylate
Reaction equation
[CH2:1]([C:3]1[C:4]([C:11]([O:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[O:12])=[C:5]([CH:9]=[O:10])[NH:6][C:7]=1I)[CH3:2].FC1C=CC(B(O)O)=CC=1.CC1(C)COB([C:38]2[CH:45]=[CH:44][CH:43]=[CH:42][C:39]=2[C:40]#[N:41])OC1>>[C:40]([C:39]1[CH:42]=[CH:43][CH:44]=[CH:45][C:38]=1[C:7]1[NH:6][C:5]([CH:9]=[O:10])=[C:4]([C:11]([O:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[O:12])[C:3]=1[CH2:1][CH3:2])#[N:41]Participants
4
Procedure
Following the procedures described in Example 5, replacing methyl 4-ethyl-2-formyl-5-iodo-1H-pyrrole-3-carboxylate with benzyl 4-ethyl-2-formyl-5-iodo-1H-pyrrole-3-carboxylate and 4-fluorophenylboronic acid with 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile, the title compound was obtained. Proton NMR for the product was consistent with the title compound. HRMS (ES) exact mass calculated for C22H19N2O3 (M+H): 359.1390. Found 359.1386
Sources & evidence
- ORD record
- ord-80261fd924414abf95d179aa81f56f3f
- Source dataset
- uspto-grants-2009_03
- Patent number
- US07504429B2
Reaction notes
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