2-Methylphenyl boronic acid → HCID 58789424, compound

HRID 1175575Notes

Reaction equation

HRID 1175575 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.[C:18]1([CH3:27])[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1B(O)O>>[CH2:12]([NH:11][C:9](=[O:10])[C:8]([CH3:17])([C:5]1[CH:6]=[CH:7][C:2]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[CH3:27])=[CH:3][CH:4]=1)[CH3:16])[CH:13]([CH3:15])[CH3:14]

Participants

3

Reactant 2

HCID 27332672-Methylphenyl boronic acidHCID 687750752-(4-Bromophenyl)-N-isobutyl-2-methylpropanamide

Product 1

HCID 58789424HCID 58789424, compoundYield 80%

Procedure

Prepared in a similar manner to Example 8 from 2-(4-Bromophenyl)-N-isobutyl-2-methylpropanamide (Example 1a) and o-tolylboronic acid. Yield: 80%. 1H NMR (400 MHz, CDCl3): δ 0.8 (d, 6H), 1.65 (s, 6H), 1.67-1.70 (m,1H), 2.3 (s, 3H), 3 (t, 2H), 5.2 (broad, 1H), 7.2-7.25 (m, 4H), 7.3 (d, 2H), 7.4 (d, 2H). MS (M+H, 310).

Sources & evidence

ORD record
ord-a447ab06b7864fe1ae4cc9e470fdac52
Source dataset
uspto-grants-2010_11
Patent number
US07842324B2

Reaction notes

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