Acetic Acid → N-[3-bromo-5-(difluoromethyl)phenyl]-4-(trifluoromethyl)pyrimidin-2-amine

HRID 1040032ノート

反応式

HRID 1040032 の反応式
C(O)(=O)C.[Br:5][C:6]1[CH:7]=[C:8]([CH:10]=[C:11]([CH:13]([F:15])[F:14])[CH:12]=1)[NH2:9].Cl[C:17]1[N:22]=[C:21]([C:23]([F:26])([F:25])[F:24])[CH:20]=[CH:19][N:18]=1>O1CCOCC1.C(OCC)(=O)C>[Br:5][C:6]1[CH:7]=[C:8]([NH:9][C:17]2[N:22]=[C:21]([C:23]([F:26])([F:25])[F:24])[CH:20]=[CH:19][N:18]=2)[CH:10]=[C:11]([CH:13]([F:14])[F:15])[CH:12]=1

参加物

6

反応物 3

HCID 176Acetic AcidHCID 27739122-Chloro-4-(trifluoromethyl)pyrimidineHCID 584563863-Bromo-5-(difluoromethyl)aniline

生成物 1

HCID 86658250N-[3-bromo-5-(difluoromethyl)phenyl]-4-(trifluoromethyl)pyrimidin-2-amine収率 34.3%

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒HCID 312751,4-Dioxane溶媒

反応条件

温度
105 °C

実験手順

Acetic acid (1.01 mL, 17.6 mmol) was added to a mixture of 3-bromo-5-(difluoromethyl)aniline (1.30 g, 5.86 mmol) and 2-chloro-4-(trifluoromethyl)pyrimidine (2.14 g, 11.7 mmol) in dioxane (5.0 mL). The mixture was heated to 105° C. for 16 hrs then cooled to room temperature. The mixture was diluted with ethyl acetate, washed with dilute aqueous NaHCO3, brine and dried. The residue was purified by chromatography on silica gel (0-15% ethyl acetate in hexanes) to yield N-[3-bromo-5-(difluoromethyl)phenyl]-4-(trifluoromethyl)pyrimidin-2-amine (741 mg, 2.01 mmol, 34%).

後処理

  1. temperaturethen cooled to room temperature
  2. washwashed with dilute aqueous NaHCO3, brine
  3. customdried
  4. customThe residue was purified by chromatography on silica gel (0-15% ethyl acetate in hexanes)

出典と根拠

ORDレコード
ord-c40b77ecf381443c9872e509a446d0f4
出典データセット
uspto-grants-2013_10
特許番号
US08551984B2

反応ノート

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