4-Fluorophenylboronic acid → 4'-benzyl 1-tert-butyl 3'-ethyl-5'-formyl-1H,1'H-2,2'-bipyrrole-1,4'-dicarboxylate
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.[C:31]([O:35][C:36]([N:38]1[CH:42]=[CH:41][CH:40]=[C:39]1B(O)O)=[O:37])([CH3:34])([CH3:33])[CH3:32]>>[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]=1[C:39]1[N:38]([C:36]([O:35][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:37])[CH:42]=[CH:41][CH:40]=1)[CH3:2]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 1-(tert-butoxycarbonyl)-1H-pyrrol-2-ylboronic acid, the title compound was obtained. Proton NMR for the product was consistent with the title compound. HRMS (ES) exact mass calculated for C19H19N2O3 (M+H): 323.1390. Found 323.1384.
Sources & evidence
- ORD record
- ord-1121d71466f649fc845d9e78663978d0
- Source dataset
- uspto-grants-2009_03
- Patent number
- US07504429B2
Reaction notes
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