(3-Methoxyphenyl)boronic acid → HCID 58789401, compound

HRID 1175581Notes

Reaction equation

HRID 1175581 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.[CH3:18][O:19][C:20]1[CH:21]=[C:22](B(O)O)[CH:23]=[CH:24][CH:25]=1>>[CH2:12]([NH:11][C:9](=[O:10])[C:8]([C:5]1[CH:6]=[CH:7][C:2]([C:24]2[CH:23]=[CH:22][CH:21]=[C:20]([O:19][CH3:18])[CH:25]=2)=[CH:3][CH:4]=1)([CH3:17])[CH3:16])[CH:13]([CH3:15])[CH3:14]

Participants

3

Reactant 2

HCID 2734370(3-Methoxyphenyl)boronic acidHCID 687750752-(4-Bromophenyl)-N-isobutyl-2-methylpropanamide

Product 1

HCID 58789401HCID 58789401, compoundYield 60%

Procedure

Prepared in a similar manner to example 8 from 2-(4-Bromophenyl)-N-isobutyl-2-methylpropanamide (Example 1a) and 3-methoxyphenylboronic acid. Yield: 60%. 1H NMR (400 MHz, CDCl3): δ 0.8 (d, 6H), 1.65 (s, 6H), 1.67-1.70 (m,1H), 3 (t, 2H), 3.85 (s, 3H), 6.9 (dd, 1H), 7.1(s, 1H), 7.2(d, 1H), 7.4 (t, 1H), 7.45 (d, 2H), 7.6 (d, 2H). MS (M+H, 326).

Sources & evidence

ORD record
ord-d4b886fe62f648f7b8ae543ed8880bd7
Source dataset
uspto-grants-2010_11
Patent number
US07842324B2

Reaction notes

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