4-Bromo-m-cresol → HCID 22274489, compound

HRID 1167863Notes

Reaction equation

HRID 1167863 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6](B(O)O)=[CH:5][CH:4]=1)#[N:2].Br[C:13]1[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][C:14]=1[CH3:20]>>[OH:19][C:16]1[CH:17]=[CH:18][C:13]([C:6]2[CH:7]=[CH:8][C:3]([C:1]#[N:2])=[CH:4][CH:5]=2)=[C:14]([CH3:20])[CH:15]=1

Participants

3

Reactant 2

HCID 728574-Bromo-m-cresolHCID 27343264-Cyanophenylboronic acid

Product 1

HCID 22274489HCID 22274489, compoundYield 60%

Procedure

4-Cyanophenylboronic acid and 4-bromo-3-methylphenol were processed as described in Example 167A to provide the title compound (60% yield). 1HNMR (300 MHz, CDCl3) δ2.20 (s, 3H), 4.68 (bs, 1H), 6.78 (m, 2H), 7.15 (m, 1H), 7.42 (m, 2H), 7.76(m, 2H); MS (CDI) m/z 227 (M+NH4)+.

Sources & evidence

ORD record
ord-4ec06e889cda45a899aa1d1b94cb7ebd
Source dataset
uspto-grants-2003_09
Patent number
US06620839B2

Reaction notes

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