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

HRID 539795ノート

反応式

HRID 539795 の反応式
[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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 19096565Water ethanol溶媒

反応条件

温度
80 °C

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-4fdee28838ad46b696f951ad01edb476
出典データセット
uspto-grants-2014_10
特許番号
US08871767B2

反応ノート

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