(3-Ethoxycarbonylphenyl)boronic acid → HCID 58789432, compound

HRID 1175579Notes

Reaction equation

HRID 1175579 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH3:17])([CH3:16])[C:9]([NH:11][CH2:12][CH:13]([CH3:15])[CH3:14])=[O:10])=[CH:4][CH:3]=1.[CH2:18]([O:20][C:21]([C:23]1[CH:24]=[C:25](B(O)O)[CH:26]=[CH:27][CH:28]=1)=[O:22])[CH3:19]>>[CH2:12]([NH:11][C:9](=[O:10])[C:8]([C:5]1[CH:6]=[CH:7][C:2]([C:25]2[CH:26]=[CH:27][CH:28]=[C:23]([C:21]([O:20][CH2:18][CH3:19])=[O:22])[CH:24]=2)=[CH:3][CH:4]=1)([CH3:17])[CH3:16])[CH:13]([CH3:15])[CH3:14]

Participants

3

Reactant 2

HCID 3249312(3-Ethoxycarbonylphenyl)boronic acidHCID 687750752-(4-Bromophenyl)-N-isobutyl-2-methylpropanamide

Product 1

HCID 58789432HCID 58789432, compoundYield 65%

Procedure

Prepared in a similar manner to Example 8 from 2-(4-Bromophenyl)-N-isobutyl-2-methylpropanamide (Example 1a) and 3-(ethoxycarbonyl)phenylboronic acid. Yield: 65%. 1H NMR (400 MHz, CDCl3): δ 0.8 (d, 6H), 1.4 (t, 3H), 1.65 (s, 6H), 1.67-1.70 (m,1H), 3 (t, 2H), 4.4 (t, 2H), 7.48 (d, 2H), 7.54 (d, 1H), 7.64 (d, 2H), 7.8 (d, 1H), 8.04 (d, 1H), 8.3 (t, 1H). MS (M+H, 368).

Sources & evidence

ORD record
ord-c5a3c538ea38401da833f7d91484e1db
Source dataset
uspto-grants-2010_11
Patent number
US07842324B2

Reaction notes

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