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 385985노트

반응식

HRID 385985 반응식
[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

참가 물질

5

반응물 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

생성물 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

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
50 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-69e1e6cf2a6e40b1b1a12dff171ed2f5
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08367706B2

반응 노트

불러오는 중…