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

HRID 544933Notes

Reaction equation

HRID 544933 reaction equation
Br[C:2]1[C:3]([CH3:23])=[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])[S:5][CH:6]=1.[Cl:24][C:25]1[CH:30]=[CH:29][C:28](B(O)O)=[CH:27][CH:26]=1>>[Cl:24][C:25]1[CH:30]=[CH:29][C:28]([C:2]2[C:3]([CH3:23])=[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])[S:5][CH:6]=2)=[CH:27][CH:26]=1

Participants

3

Reactant 2

HCID 742994-Chlorophenylboronic acidHCID 597615124-Bromo-N-(5-(cyclopropylcarbamoyl)-2-methylphenyl)-3-methylthiophene-2-carboxamide

Product 1

HCID 249857524-(4-Chlorophenyl)-N-(5-(cyclopropylcarbamoyl)-2-methylphenyl)-3-methylthiophene-2-carboxamide

Procedure

The title compound was prepared by coupling 4-bromo-N-(5-(cyclopropylcarbamoyl)-2-methylphenyl)-3-methylthiophene-2-carboxamide a with commercially available 4-chlorophenylboronic acid using the method described in Step B of Example 136 to afford a white solid (Example 197). HPLC Ret time=3.67 min. LCMS [M+H]+ 425.17.

Workup

  1. customto afford a white solid (Example 197)
  2. customHPLC Ret time=3.67 min

Sources & evidence

ORD record
ord-64b4a8fd199743bea770c47b9e2f2201
Source dataset
uspto-grants-2011_05
Patent number
US07935696B2

Reaction notes

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