(6-Fluoropyridin-3-yl)boronic acid → N-(5-(Cyclopropylcarbamoyl)-2-methylphenyl)-4-(6-fluoropyridin-3-yl)-3-methylthiophene-2-carboxamide

HRID 544935Notes

Reaction equation

HRID 544935 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.[F:24][C:25]1[N:30]=[CH:29][C:28](B(O)O)=[CH:27][CH:26]=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:28]4[CH:29]=[N:30][C:25]([F:24])=[CH:26][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 2783397(6-Fluoropyridin-3-yl)boronic acidHCID 597615124-Bromo-N-(5-(cyclopropylcarbamoyl)-2-methylphenyl)-3-methylthiophene-2-carboxamide

Product 1

HCID 24985754N-(5-(Cyclopropylcarbamoyl)-2-methylphenyl)-4-(6-fluoropyridin-3-yl)-3-methylthiophene-2-carboxamide

Procedure

The title compound was prepared by coupling 4-bromo-N-(5-(cyclopropylcarbamoyl)-2-methylphenyl)-3-methylthiophene-2-carboxamide with commercially available 6-fluoropyridin-3-ylboronic acid using the method described in Step B of Example 136 to afford a white solid (Example 199). HPLC Ret time=2.98 min. LCMS [M+H]+ 410.25.

Workup

  1. customto afford a white solid (Example 199)
  2. customHPLC Ret time=2.98 min

Sources & evidence

ORD record
ord-42d25ccc66c74fb3b732335f74a25450
Source dataset
uspto-grants-2011_05
Patent number
US07935696B2

Reaction notes

Loading…