4-Fluorophenylboronic acid → HCID 11360490, compound

HRID 1785017Notes

Reaction equation

HRID 1785017 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][O:32][C:33]1[CH:34]=[C:35](B(O)O)[CH:36]=[CH:37][CH:38]=1>>[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:37]1[CH:36]=[CH:35][CH:34]=[C:33]([O:32][CH3:31])[CH:38]=1)[CH3:2]

Participants

4

Reactant 3

HCID 2856454-Fluorophenylboronic acidHCID 2734370(3-Methoxyphenyl)boronic acidHCID 11349592Benzyl 4-ethyl-2-formyl-5-iodo-1H-pyrrole-3-carboxylate

Product 1

HCID 11360490HCID 11360490, compound

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-methoxyphenylboronic acid, the title compound was obtained. Proton NMR for the product was consistent with the title compound. 1H NMR (500 MHz, CDCl3) δ 10.14 (s,.1H); 7.45 (m, 2H); 7.36-7.41 (m, 4H); 7.02 (m 2H); 6.96 (m, 2H); 5.39 (s, 2H); 3.85 (s, 3H); 2.85 (q, J=7.3 Hz, 2H); 1.21 (t, J=7.3 Hz, 3H). HRMS (ES) exact mass calculated for C22H22NO4 (M+H): 364.1594. Found 364.1573

Sources & evidence

ORD record
ord-2fb76d1d6aa24e4fa51edc2a01dff896
Source dataset
uspto-grants-2009_03
Patent number
US07504429B2

Reaction notes

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