Acetic Acid → 5-(6-Chloroimidazo[1,2-a]pyrazin-2-yl)-2-(trifluoromethyl)aniline

HRID 539795노트

반응식

HRID 539795 반응식
[Cl:1][C:2]1[N:3]=[CH:4][C:5]2[N:6]([CH:8]=[C:9]([C:11]3[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[C:13]([N+:21]([O-])=O)[CH:12]=3)[N:10]=2)[CH:7]=1.CC(O)=O>[Fe].C(O)C.O>[Cl:1][C:2]1[N:3]=[CH:4][C:5]2[N:6]([CH:8]=[C:9]([C:11]3[CH:16]=[CH:15][C:14]([C:17]([F:18])([F:20])[F:19])=[C:13]([CH:12]=3)[NH2:21])[N:10]=2)[CH:7]=1

참가 물질

5

반응물 2

HCID 176Acetic AcidHCID 575162776-Chloro-2-[3-nitro-4-(trifluoromethyl)phenyl]imidazo[1,2-a]pyrazine

생성물 1

HCID 575162785-(6-Chloroimidazo[1,2-a]pyrazin-2-yl)-2-(trifluoromethyl)aniline수율 100%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 19096565Water ethanol용매

반응 조건

온도
80 °C

실험 절차

Iron (0.726 g) is added to a mixture of 6-chloro-2-[3-nitro-4-(trifluoromethyl)phenyl]imidazo[1,2-a]pyrazine (0.891 g), HOAc (1.19 mL), and EtOH—H2O (10 mL, 4:1). The mixture is stirred at 80° C. for 2 hours, cooled, concentrated and taken up into sat. aqueous NaHCO3 and extracted with EtOAc and CH2Cl2. Organic layer is dried and concentrated to give the title compound (813 mg), which is used without further purification. LCMS m/z=313.4 [M+H]+, tR=2.29 min.

후처리

  1. temperaturecooled
  2. concentrationconcentrated
  3. extractionextracted with EtOAc and CH2Cl2
  4. customOrganic layer is dried
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-4fdee28838ad46b696f951ad01edb476
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08871767B2

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