3,5-Dichlorophenylboronic acid → HCID 59654629, compound
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]=[C:28]([Cl:30])[CH:29]=1>>[Cl:23][C:24]1[CH:25]=[C:26]([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]=[C:28]([Cl:30])[CH:29]=1Participants
3
Procedure
The pyridyl bromide (77) (44 mg, 0.12 mmol) was coupled to 3,5-dichloro-phenylboronic acid (20 mg, 0.10 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
- customDuring this reaction, hydrolysis
- extractionThe residue was extracted
- customto give the acid
- customThe solid was further purified by preparative HPLC
Sources & evidence
- ORD record
- ord-85f274a5223b49f6a472e0bce0869371
- Source dataset
- uspto-grants-2010_02
- Patent number
- US07662839B2
Reaction notes
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