(2-Aminophenyl)boronic acid → HCID 58789426, compound

HRID 1175576Notes

Reaction equation

HRID 1175576 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.[NH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1B(O)O>>[NH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[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

Participants

3

Reactant 2

HCID 2773216(2-Aminophenyl)boronic acidHCID 687750752-(4-Bromophenyl)-N-isobutyl-2-methylpropanamide

Product 1

HCID 58789426HCID 58789426, compoundYield 65%

Procedure

Prepared in a similar manner to example 8 from 2-(4-Bromophenyl)-N-isobutyl-2-methylpropanamide (Example 1a) and 2-aminophenylboronic acid. Yield: 65%. 1H NMR (400 MHz, CDCl3): δ 0.8 (d, 6H), 1.65 (s, 6H), 1.67-1.70 (m,1H), 3 (t, 2H), 6.65-6.75 (m, 1H), 6.9 (m, 1H), 7.0 (m, 1H), 7.2 (m, 1H), 7.4 (d, 2H), 7.55 (d, 2H). MS (M+H, 311).

Sources & evidence

ORD record
ord-847cd255c5b14b04b351ddabff674247
Source dataset
uspto-grants-2010_11
Patent number
US07842324B2

Reaction notes

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