(3-Chlorophenyl)boronic acid → HCID 59654683, compound

HRID 1444341Notes

Reaction equation

HRID 1444341 reaction equation
C([O:3][C:4](=[O:22])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([NH:12][C:13]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17](Br)[N:16]=2)=[O:14])[CH:7]=1)C.[Cl:23][C:24]1[CH:25]=[C:26](B(O)O)[CH:27]=[CH:28][CH:29]=1>>[Cl:23][C:24]1[CH:29]=[C:28]([C:17]2[N:16]=[C:15]([C:13]([NH:12][C:8]3[CH:7]=[C:6]([CH2:5][C:4]([OH:3])=[O:22])[CH:11]=[CH:10][CH:9]=3)=[O:14])[CH:20]=[CH:19][CH:18]=2)[CH:27]=[CH:26][CH:25]=1

Participants

3

Procedure

The pyridyl bromide (77) (44 mg, 0.12 mmol) was coupled to 3-chloro-phenylboronic acid (20 mg, 0.13 mmol) using Method E. During this reaction, hydrolysis occurred. The residue was extracted using Work-up E1 to give the acid. The solid was further purified by preparative HPLC to give the title compound.

Workup

  1. customDuring this reaction, hydrolysis
  2. extractionThe residue was extracted
  3. customto give the acid
  4. customThe solid was further purified by preparative HPLC

Sources & evidence

ORD record
ord-cc9ff82dd889429aa0fc9d5e05241f76
Source dataset
uspto-grants-2010_02
Patent number
US07662839B2

Reaction notes

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