Phenylboronic Acid → HCID 59654768, compound

HRID 1444237Notes

Reaction equation

HRID 1444237 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[S:16][C:17](Br)=[CH: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[S:16][C:17]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[CH:18][CH:19]=2)=[O:14])[CH:7]=1)[CH3:2]

Participants

3

Reactant 2

HCID 66827Phenylboronic AcidHCID 59654739HCID 59654739, compound

Product 1

HCID 59654768HCID 59654768, compound

Conditions

Temperature
80 °C

Procedure

{3-[(5-Bromo-thiophene-2-carbonyl)-amino]-phenyl}-acetic acid ethyl ester (220 mg, 0.60 mmol) was coupled to phenylboronic acid using Method E except that the reaction mixture was heated at 80° C. for 25 min under microwave conditions. The crude product was purified by column chromatography using 33% EtOAc in heptane to give the title compound.

Workup

  1. customThe crude product was purified by column chromatography

Sources & evidence

ORD record
ord-820e9ab109bb45038b309b4ac947e727
Source dataset
uspto-grants-2010_02
Patent number
US07662839B2

Reaction notes

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