4-Bromo-N-(5-(cyclopropylcarbamoyl)-2-methylphenyl)thiophene-2-carboxamide → N-(5-(Cyclopropylcarbamoyl)-2-methylphenyl)-4-(pyridin-3-yl)thiophene-2-carboxamide

HRID 544942Notes

Reaction equation

HRID 544942 reaction equation
Br[C:2]1[CH:3]=[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:23]1[CH:28]=[CH:27][CH:26]=[C:25](OB(C2C=CC=CC=2)O)[CH:24]=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:25]4[CH:24]=[N:23][CH:28]=[CH:27][CH:26]=4)[CH:3]=3)=[O:8])[CH:15]=2)=[O:21])[CH2:20][CH2:19]1

Participants

3

Reactant 2

HCID 597614994-Bromo-N-(5-(cyclopropylcarbamoyl)-2-methylphenyl)thiophene-2-carboxamideHCID 667250653-Pyridylphenylboronic acid

Product 1

HCID 24985914N-(5-(Cyclopropylcarbamoyl)-2-methylphenyl)-4-(pyridin-3-yl)thiophene-2-carboxamide

Procedure

The title compound was prepared by coupling 4-bromo-N-(5-(cyclopropylcarbamoyl)-2-methylphenyl)thiophene-2-carboxamide with commercially available 3-pyridylphenylboronic acid using the method described in Step B of Example 136 to afford a white solid (Example 204). HPLC Ret time=1.91 min. LCMS [M+H]+ 378.22.

Workup

  1. customto afford a white solid (Example 204)
  2. customHPLC Ret time=1.91 min

Sources & evidence

ORD record
ord-368444f696af408da59c7307809044d7
Source dataset
uspto-grants-2011_05
Patent number
US07935696B2

Reaction notes

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