2-Cyanophenylboronic acid → HCID 58789309, compound

HRID 1175577Notes

Reaction equation

HRID 1175577 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]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1B(O)O)#[N:19]>>[C:18]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=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)#[N:19]

Participants

3

Reactant 2

HCID 27346102-Cyanophenylboronic acidHCID 687750752-(4-Bromophenyl)-N-isobutyl-2-methylpropanamide

Product 1

HCID 58789309HCID 58789309, compoundYield 60%

Procedure

Prepared in a similar manner to Example 8 from 2-(4-Bromophenyl)-N-isobutyl-2-methylpropanamide (Example 1a) and 2-cyanophenylboronic 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), 7.4-7.55. (m, 3H), 7.6 (d, 2H), 7.65 (td, 2H), 7.8 (d, 1H). MS (M+H, 321).

Sources & evidence

ORD record
ord-0287353dde3246eca4a4753c91b47d41
Source dataset
uspto-grants-2010_11
Patent number
US07842324B2

Reaction notes

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