4-Fluorophenylboronic acid → benzyl 5-(3,5-dimethylisoxazol4-yl)-4-ethyl-2-formyl-1H-pyrrole-3-carboxylate

HRID 1785009Notes

Reaction equation

HRID 1785009 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.[CH3:31][C:32]1[C:36](B(O)O)=[C:35]([CH3:40])[O:34][N:33]=1>>[CH3:31][C:32]1[C:36]([C:7]2[NH:6][C:5]([CH:9]=[O:10])=[C:4]([C:11]([O:13][CH2:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[O:12])[C:3]=2[CH2:1][CH3:2])=[C:35]([CH3:40])[O:34][N:33]=1

Participants

4

Reactant 3

HCID 2856454-Fluorophenylboronic acidHCID 27343463,5-Dimethylisoxazole-4-boronic acidHCID 11349592Benzyl 4-ethyl-2-formyl-5-iodo-1H-pyrrole-3-carboxylate

Product 1

HCID 11302603benzyl 5-(3,5-dimethylisoxazol4-yl)-4-ethyl-2-formyl-1H-pyrrole-3-carboxylate

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 3,5-dimethylisoxazol-4-ylboronic acid, the title compound was obtained. Proton NMR for the product was consistent with the title compound. HRMS (ES) exact mass calculated for C20H21N2O4 (M+H): 353.1502. Found 353.1496

Sources & evidence

ORD record
ord-a2dc5bd1d16549e89b76f253ffe7b5ef
Source dataset
uspto-grants-2009_03
Patent number
US07504429B2

Reaction notes

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