Sodium hydride → HCID 89181156、化合物

HRID 595176

反応式

HRID 595176 の反応式
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:8]=[CH:7][N:6]=[C:5]([NH2:9])[CH:4]=1.[H-].[Na+].[Cl:14][C:15]1[CH:20]=[C:19]([Cl:21])[CH:18]=[C:17](Cl)[N:16]=1>C1COCC1.O>[Cl:21][C:19]1[CH:20]=[C:15]([Cl:14])[N:16]=[C:17]([NH:9][C:5]2[CH:4]=[C:3]([C:2]([F:1])([F:10])[F:11])[CH:8]=[CH:7][N:6]=2)[CH:18]=1

参加物

6

反応物 3

HCID 24758Sodium hydrideHCID 27665Pyridine, 2,4,6-trichloro-HCID 27783152-Amino-4-(trifluoromethyl)pyridine

生成物 1

HCID 89181156HCID 89181156、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

A mixture of 4-(trifluoromethyl)pyridin-2-amine (3.24 g, 20.0 mmol) and sodium hydride (1.2 g, 30 mmol) in THF (60 mL) was stirred at 0° C. under nitrogen for 1 hour, and then 2,4,6-trichloropyridine (3.62 g, 20.0 mmol) was added. The reaction was stirred at 25° C. for 3 hours. The mixture was diluted with water and extracted with ethyl acetate. The organic layer was dried over sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by chromatography on silica gel (ethyl acetate/petroleum ether) to give 4,6-dichloro-N-[4-(trifluoromethyl)pyridin-2-yl]pyridin-2-amine. MS ESI calc'd. for C11H7Cl2F3N3 [M+H]+ 308. found 308. 1H NMR (400 MHz, CD3OD): δ 8.49 (d, J=5.6 Hz, 1H), 7.99 (s, 1H), 7.87 (s, 1H), 7.19 (d, J=1.2 Hz, 1H), 7.05 (d, J=1.2 Hz, 1H).

後処理

  1. stirringThe reaction was stirred at 25° C. for 3 hours
  2. extractionextracted with ethyl acetate
  3. dry with materialThe organic layer was dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by chromatography on silica gel (ethyl acetate/petroleum ether)

出典と根拠

ORDレコード
ord-7e65cb70ad374ef5a9c6d773e7532239
出典データセット
uspto-grants-2016_01
特許番号
US09242984B2

関連ノート

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