3-Tolylboronic acid → HCID 59654691, compound
Reaction equation
[CH3:1][O:2][C:3](=[O:20])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([NH:11][C:12]([C:14]2[O:15][C:16](Br)=[CH:17][CH:18]=2)=[O:13])[CH:6]=1.[CH3:21][C:22]1[CH:23]=[C:24](B(O)O)[CH:25]=[CH:26][CH:27]=1>>[CH3:1][O:2][C:3](=[O:20])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([NH:11][C:12]([C:14]2[O:15][C:16]([C:26]3[CH:25]=[CH:24][CH:23]=[C:22]([CH3:21])[CH:27]=3)=[CH:17][CH:18]=2)=[O:13])[CH:6]=1Participants
3
Procedure
Methyl ester (16) (100 mg, 0.30 mmol) was coupled to 3-methyl-phenylboronic acid (44 mg, 0.33 mmol) using Method E. The crude compound was purified by column chromatography, eluting in 17% EtOAc in heptane to give the title compound.
Workup
- customThe crude compound was purified by column chromatography
- washeluting in 17% EtOAc in heptane
Sources & evidence
- ORD record
- ord-22bd167361514b66b1e834b88f0823d9
- Source dataset
- uspto-grants-2010_02
- Patent number
- US07662839B2
Reaction notes
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