Phenylboronic Acid → HCID 68497053, compound
Reaction equation
[CH2:1]([O:3][C:4](=[O:22])[CH:5]=[CH:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([NH:13][C:14]([C:16]2[N:17]=[C:18](Cl)[S:19][CH:20]=2)=[O:15])[CH:8]=1)[CH3:2].[C:23]1(B(O)O)[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>>[CH2:1]([O:3][C:4](=[O:22])[CH:5]=[CH:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([NH:13][C:14]([C:16]2[N:17]=[C:18]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[S:19][CH:20]=2)=[O:15])[CH:8]=1)[CH3:2]Participants
3
Procedure
The chloro thiazole (114)(80 mg, 0.24 mmol) was coupled to phenylboronic acid (32mg, 0.26 mmol) using Method E, except that the reaction mixture was heated for a total of 4 h. The crude residue was purified by column chromatography eluting with 25% EtOAc in heptane to give the title compound.
Workup
- temperatureexcept that the reaction mixture was heated for a total of 4 h
- customThe crude residue was purified by column chromatography
- washeluting with 25% EtOAc in heptane
Sources & evidence
- ORD record
- ord-ba81a6fc5c6c437796eb0673efe824d1
- Source dataset
- uspto-grants-2008_02
- Patent number
- US07326732B2
Reaction notes
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