3-Tolylboronic acid → HCID 58789357, compound

HRID 1175578Notes

Reaction equation

HRID 1175578 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]=[C:20](B(O)O)[CH:19]=1>>[CH2:12]([NH:11][C:9](=[O:10])[C:8]([CH3:17])([C:5]1[CH:6]=[CH:7][C:2]([C:20]2[CH:21]=[CH:22][CH:23]=[C:18]([CH3:27])[CH:19]=2)=[CH:3][CH:4]=1)[CH3:16])[CH:13]([CH3:15])[CH3:14]

Participants

3

Reactant 2

HCID 27339503-Tolylboronic acidHCID 687750752-(4-Bromophenyl)-N-isobutyl-2-methylpropanamide

Product 1

HCID 58789357HCID 58789357, compoundYield 60%

Procedure

Prepared in a similar manner to Example 8 from 2-(4-Bromophenyl)-N-isobutyl-2-methylpropanamide (Example 1a) and m-tolylboronic acid. Yield: 60%. 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), 7.18 (d, 1H), 7.34 (t, 1H), 7.42 (m, 4H), 7.6 (dd, 2H). MS (M+H, 310).

Sources & evidence

ORD record
ord-d84286b8200146ad865b5e99962da617
Source dataset
uspto-grants-2010_11
Patent number
US07842324B2

Reaction notes

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