Phenylboronic Acid → HCID 59654853, compound
Reaction equation
[CH2:1]([O:3][C:4](=[O:21])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([NH:12][C:13]([C:15]2[N:16]=[C:17](Cl)[S:18][CH:19]=2)=[O:14])[CH:7]=1)[CH3:2].[C:22]1(B(O)O)[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>>[CH2:1]([O:3][C:4](=[O:21])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([NH:12][C:13]([C:15]2[N:16]=[C:17]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[S:18][CH:19]=2)=[O:14])[CH:7]=1)[CH3:2]Participants
3
Procedure
{3-[(2-Chloro-thiazole-4-carbonyl)-amino]-phenyl}-acetic acid ethyl ester (114 mg, 0.35 mmol) was coupled to phenylboronic acid using Method E, except that the reaction mixture was heated for 140 min. The crude residue was purified by column chromatography using 33% EtOAc in heptane to give the title compound.
Workup
- temperaturewas heated for 140 min
- customThe crude residue was purified by column chromatography
Sources & evidence
- ORD record
- ord-537ec4940c404a549bb2f80d09bf0087
- Source dataset
- uspto-grants-2010_02
- Patent number
- US07662839B2
Reaction notes
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