4-Acetylphenylboronic acid → HCID 51034667, compound

HRID 1623485Notes

Reaction equation

HRID 1623485 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][C:7](B(O)O)=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[CH3:13][O:14][C:15](=[O:38])[C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([CH2:22][N:23]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=2I)[C:24](=[O:30])[C:25]#[C:26][CH:27]([CH3:29])[CH3:28])[CH:17]=1>>[CH3:13][O:14][C:15](=[O:38])[C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([CH2:22][N:23]2[C:31]3[C:36](=[CH:35][CH:34]=[CH:33][CH:32]=3)/[C:25](=[C:26](\[C:7]3[CH:8]=[CH:9][C:4]([C:1](=[O:3])[CH3:2])=[CH:5][CH:6]=3)/[CH:27]([CH3:29])[CH3:28])/[C:24]2=[O:30])[CH:17]=1

Participants

3

Reactant 2

HCID 37021224-Acetylphenylboronic acidHCID 67036178HCID 67036178, compound

Product 1

HCID 51034667HCID 51034667, compound

Procedure

The title compound was prepared in analogy to Example 84 starting from 4-acetyl-phenylboronic acid (commercially available) and 3-{[(2-iodo phenyl)-(4-methyl-pent-2-ynoyl)-amino]-methyl}-benzoic acid methyl ester. 1H NMR (CDCl3, 300 MHz) δppm 8.03-8.11 (m, 4H), 7.94 (d, 1H), 7.71 (d, 1H), 7.52 (d, 1H), 7.40 (t, 1H), 7.29 (d, 2H), 7.00 (t, 1H), 6.61 (d, 1H), 6.54 (t, 1H), 5.61 (d, H), 5.02-5.07 (m, 3H), 3.90 (s, 3H), 2.70 (s, 3H), 1.19 (d, 3H), 1.17 (d, 3H).

Sources & evidence

ORD record
ord-05e434d263dd464b9507b5e384e3bbd4
Source dataset
uspto-grants-2014_07
Patent number
US08778973B2

Reaction notes

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