2-Formylphenylboronic acid → HCID 22990267, compound

HRID 1168905Notes

Reaction equation

HRID 1168905 reaction equation
Br[C:2]1[CH:3]=[C:4](/[CH:8]=[CH:9]/[C:10]2[CH:19]=[CH:18][C:17]3[C:12](=[CH:13][C:14]([Cl:20])=[CH:15][CH:16]=3)[N:11]=2)[CH:5]=[CH:6][CH:7]=1.[CH:21]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1B(O)O)=[O:22]>>[Cl:20][C:14]1[CH:13]=[C:12]2[C:17]([CH:18]=[CH:19][C:10](/[CH:9]=[CH:8]/[C:4]3[CH:3]=[C:2]([C:24]4[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=4[CH:21]=[O:22])[CH:7]=[CH:6][CH:5]=3)=[N:11]2)=[CH:16][CH:15]=1

Participants

3

Reactant 2

HCID 2921892-Formylphenylboronic acidHCID 22990279HCID 22990279, compound

Product 1

HCID 22990267HCID 22990267, compound

Procedure

Prepared as described in Example 1 (step 1) from (E)-2-[2-(3-bromophenyl)vinyl]-7-chloroquinoline (prepared as described Example 8 (step 6), from 3-bromobenzaldehyde) and 2-formyl benzeneboronic acid (1.5 eq.). Title compound was purified by swish (Hex: CH2Cl2). 1H NMR (CDCl3) δ 7.3-7.6 (6H, m), 7.6-7.8 (6H, m), 8.0-8.1 (3H, m), 10.03 (1H, d).

Workup

  1. customPrepared
  2. customTitle compound was purified by swish (Hex: CH2Cl2)

Sources & evidence

ORD record
ord-433d2e1e2c144f418d1bd0f2f4ded0a3
Source dataset
uspto-grants-2003_09
Patent number
US06627656B2

Reaction notes

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