Hydrochloric Acid → 2-({5-[(Azetidin-3-yloxy)methyl]-6-methylpyridin-2-yl}amino)-5-[2,6-difluoro-4-(1-hydroxy-1-methylethyl)phenyl]thiophene-3-carboxamide

HRID 385985ノート

反応式

HRID 385985 の反応式
[NH2:1][C:2]([C:4]1[CH:8]=[C:7]([C:9]2[C:14]([F:15])=[CH:13][C:12]([C:16]([OH:19])([CH3:18])[CH3:17])=[CH:11][C:10]=2[F:20])[S:6][C:5]=1[NH:21][C:22]1[N:27]=[C:26]([CH3:28])[C:25]([CH2:29][O:30][CH:31]2[CH2:34][N:33](C(OC(C)(C)C)=O)[CH2:32]2)=[CH:24][CH:23]=1)=[O:3].Cl.[OH-].[Na+]>C(#N)C>[NH:33]1[CH2:32][CH:31]([O:30][CH2:29][C:25]2[CH:24]=[CH:23][C:22]([NH:21][C:5]3[S:6][C:7]([C:9]4[C:10]([F:20])=[CH:11][C:12]([C:16]([OH:19])([CH3:18])[CH3:17])=[CH:13][C:14]=4[F:15])=[CH:8][C:4]=3[C:2]([NH2:1])=[O:3])=[N:27][C:26]=2[CH3:28])[CH2:34]1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 59525770tert-Butyl 3-{[6-({3-(aminocarbonyl)-5-[2,6-difluoro-4-(1-hydroxy-1-methylethyl)phenyl]-2-thienyl}amino)-2-methylpyridin-3-yl]methoxy}azetidine-1-carboxylate

生成物 1

HCID 595261642-({5-[(Azetidin-3-yloxy)methyl]-6-methylpyridin-2-yl}amino)-5-[2,6-difluoro-4-(1-hydroxy-1-methylethyl)phenyl]thiophene-3-carboxamide

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
50 °C

実験手順

tert-Butyl 3-{[6-({3-(aminocarbonyl)-5-[2,6-difluoro-4-(1-hydroxy-1-methylethyl)phenyl]-2-thienyl}amino)-2-methylpyridin-3-yl]methoxy}azetidine-1-carboxylate (146 mg, 0.248 mmol) was suspended in acetonitrile (4 mL). Aqueous hydrochloric acid (3.7 mL of 1N, 3.7 mmol) was added, and the reaction was allowed to react at room temperature overnight. It was then heated to 50° C. for 5 hours. The mixture was cooled to room temperature, neutralized with 1 N aqueous sodium hydroxide and extracted with ethyl acetate (3×). The combined organic layers were dried over magnesium sulfate, filtered, and concentrated under reduced pressure to afford the title compound.

後処理

  1. customto react at room temperature overnight
  2. temperatureThe mixture was cooled to room temperature
  3. extractionextracted with ethyl acetate (3×)
  4. dry with materialThe combined organic layers were dried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-69e1e6cf2a6e40b1b1a12dff171ed2f5
出典データセット
uspto-grants-2013_02
特許番号
US08367706B2

反応ノート

読み込み中…