2-Formylphenylboronic acid → HCID 58789404, compound

HRID 1175614Notes

Reaction equation

HRID 1175614 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.[CH:18]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1B(O)O)=[O:19]>>[CH: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)=[O:19]

Participants

3

Reactant 2

HCID 2921892-Formylphenylboronic acidHCID 687750752-(4-Bromophenyl)-N-isobutyl-2-methylpropanamide

Product 1

HCID 58789404HCID 58789404, compoundYield 59%

Procedure

Prepared in a similar manner to Example 1 from 2-(4-bromophenyl)-N-isobutyl-2-methylpropanamide (example 1a) and 2-formylphenylboronic acid. Yield: 59%. 1H NMR (400 MHz, dMSO): δ 0.72-0.75 (d, 6H), 1.49 (s, 6H), 1.65-1.72 (m, 1H), 2.80-2.85 (t, 2H), 7.35-7.44 (m, 5H), 7.47-7.50 (d, 1H), 7.55-7.65 (t, 1H), 7.70-7.75 (t, 1H), 7.85-7.90 (d,1H), 9.9 (s, 1H); MS+H (324).

Sources & evidence

ORD record
ord-11e99f50a66846428818c218abfc4ba4
Source dataset
uspto-grants-2010_11
Patent number
US07842324B2

Reaction notes

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