3-Pyridinylboronic acid → N-(5-(Cyclopropylcarbamoyl)-2-methylphenyl)-3-methyl-4-(pyridin-3-yl)thiophene-2-carboxamide

HRID 544934Notes

Reaction equation

HRID 544934 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.[N:24]1[CH:29]=[CH:28][CH:27]=[C:26](B(O)O)[CH:25]=1>>[CH:18]1([NH:17][C:16]([C:14]2[CH:13]=[CH:12][C:11]([CH3:22])=[C:10]([NH:9][C:7]([C:4]3[S:5][CH:6]=[C:2]([C:26]4[CH:25]=[N:24][CH:29]=[CH:28][CH:27]=4)[C:3]=3[CH3:23])=[O:8])[CH:15]=2)=[O:21])[CH2:20][CH2:19]1

Participants

3

Reactant 2

HCID 27343783-Pyridinylboronic acidHCID 597615124-Bromo-N-(5-(cyclopropylcarbamoyl)-2-methylphenyl)-3-methylthiophene-2-carboxamide

Product 1

HCID 24985753N-(5-(Cyclopropylcarbamoyl)-2-methylphenyl)-3-methyl-4-(pyridin-3-yl)thiophene-2-carboxamide

Procedure

The title compound was prepared by coupling 4-bromo-N-(5-(cyclopropylcarbamoyl)-2-methylphenyl)-3-methylthiophene-2-carboxamide with commercially available 3-pyridylboronic acid using the method described in Step B of Example 136 to afford a white solid (Example 198). HPLC Ret time=1.98 min. LCMS [M+H]+ 392.29.

Workup

  1. customto afford a white solid (Example 198)
  2. customHPLC Ret time=1.98 min

Sources & evidence

ORD record
ord-1ea54dc0561945f2849d123f597e1116
Source dataset
uspto-grants-2011_05
Patent number
US07935696B2

Reaction notes

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