Phenylboronic Acid → HCID 11439013, compound

HRID 1785015Notes

Reaction equation

HRID 1785015 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].F[C:22]1[CH:27]=[CH:26][C:25](B(O)O)=[CH:24][CH:23]=1.C1(B(O)O)C=CC=CC=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:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[CH3:2]

Participants

4

Reactant 3

HCID 66827Phenylboronic AcidHCID 2856454-Fluorophenylboronic acidHCID 11349592Benzyl 4-ethyl-2-formyl-5-iodo-1H-pyrrole-3-carboxylate

Product 1

HCID 11439013HCID 11439013, 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 phenylboronic acid, the title compound was obtained. Proton NMR for the product was consistent with the title compound. 1H NMR (500 MHz, CDCl3) δ 9.39 (broad s, 1H); 7.36-7.50 (m, 5H); 5.40 (s, 2H); 2.85 (q, J=7.3 Hz, 2H); 1.22 (t, J=7.3 Hz, 3H). HRMS (ES) exact mass calculated for C21H20NO3 (M+H): 334.1938. Found 334.1430

Sources & evidence

ORD record
ord-620a021f7bc6475cbe5f1b7c69f198e9
Source dataset
uspto-grants-2009_03
Patent number
US07504429B2

Reaction notes

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