N-(3-Aminophenyl)-1-phenylmethanesulfonamide → N-(3-((5-(4-cyanophenyl)oxazol-2-yl)amino)phenyl)-1-phenylmethanesulfonamide

HRID 537849

反応式

HRID 537849 の反応式
Cl[C:2]1[O:3][C:4]([C:7]2[CH:14]=[CH:13][C:10]([C:11]#[N:12])=[CH:9][CH:8]=2)=[CH:5][N:6]=1.[NH2:15][C:16]1[CH:17]=[C:18]([NH:22][S:23]([CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)(=[O:25])=[O:24])[CH:19]=[CH:20][CH:21]=1>CC(O)C>[C:11]([C:10]1[CH:13]=[CH:14][C:7]([C:4]2[O:3][C:2]([NH:15][C:16]3[CH:17]=[C:18]([NH:22][S:23]([CH2:26][C:27]4[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=4)(=[O:25])=[O:24])[CH:19]=[CH:20][CH:21]=3)=[N:6][CH:5]=2)=[CH:8][CH:9]=1)#[N:12]

参加物

4

反応物 2

HCID 16772451N-(3-Aminophenyl)-1-phenylmethanesulfonamideHCID 684435584-(2-Chlorooxazol-5-yl)benzonitrile

生成物 1

HCID 71060644N-(3-((5-(4-cyanophenyl)oxazol-2-yl)amino)phenyl)-1-phenylmethanesulfonamide

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

反応条件

温度
80 °C

実験手順

A mixture of 4-(2-chlorooxazol-5-yl)benzonitrile 2 (0.20 g, 0.98 mmol) and N-(3-aminophenyl)-1-phenylmethanesulfonamide 4 (0.256 g, 0.98 mmol) in 2-propanol (20 mL) was heated to 80° C. for 18 h with stirring. Upon cooling, a white solid precipitated out which was filtered off, washed with 2-propanol, and dried. This was then triturated with ether and filtered to yield the title product, a white solid, as the hydrochloride salt of 5 (0.15 g, 36%). Free amine containing filtrate was evaporated and silica column purified (Biotage) (Acetone/hexane as an eluent) to provide 5 (0.15 g, 36% yield) as pale yellow solid. MS (ES) m/z 431 (M+H+).

後処理

  1. temperatureUpon cooling
  2. customa white solid precipitated out which
  3. filtrationwas filtered off
  4. washwashed with 2-propanol
  5. customdried
  6. customThis was then triturated with ether
  7. filtrationfiltered

出典と根拠

ORDレコード
ord-2c17b9bee21e4cc08df6e108e92c2e04
出典データセット
uspto-grants-2014_10
特許番号
US08865709B2

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