4-Chlorophenylboronic acid → 5-(4-Chlorophenyl)-N-(5-(cyclopropylcarbamoyl)-2-methylphenyl)thiophene-3-carboxamide

HRID 1951266Notes

Reaction equation

HRID 1951266 reaction equation
Br[C:2]1[S:6][CH:5]=[C:4]([C:7]([NH:9][C:10]2[CH:15]=[C:14]([C:16](=[O:21])[NH:17][CH:18]3[CH2:20][CH2:19]3)[CH:13]=[CH:12][C:11]=2[CH3:22])=[O:8])[CH:3]=1.[Cl:23][C:24]1[CH:29]=[CH:28][C:27](B(O)O)=[CH:26][CH:25]=1>>[Cl:23][C:24]1[CH:29]=[CH:28][C:27]([C:2]2[S:6][CH:5]=[C:4]([C:7]([NH:9][C:10]3[CH:15]=[C:14]([C:16](=[O:21])[NH:17][CH:18]4[CH2:20][CH2:19]4)[CH:13]=[CH:12][C:11]=3[CH3:22])=[O:8])[CH:3]=2)=[CH:26][CH:25]=1

Participants

3

Reactant 2

HCID 742994-Chlorophenylboronic acidHCID 597614875-Bromo-N-(5-(cyclopropylcarbamoyl)-2-methylphenyl)thiophene-3-carboxamide

Product 1

HCID 249859115-(4-Chlorophenyl)-N-(5-(cyclopropylcarbamoyl)-2-methylphenyl)thiophene-3-carboxamide

Procedure

The title compound was prepared by coupling 5-bromo-N-(5-(cyclopropylcarbamoyl)-2-methylphenyl)thiophene-3-carboxamide a with commercially available 4-chlorophenylboronic acid using the method described in Step B of Example 136 to afford a white solid (Example 201). HPLC Ret time=3.67 min. LCMS [M+H]+ 411.21.

Workup

  1. customto afford a white solid (Example 201)
  2. customHPLC Ret time=3.67 min

Sources & evidence

ORD record
ord-d374323fdedc4afdb3f9ed8dfda47674
Source dataset
uspto-grants-2013_03
Patent number
US08404689B2

Reaction notes

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