Hydrochloric Acid → 5-Chloro-3-fluoropyridine-2-carbonitrile

HRID 1532566ノート

反応式

HRID 1532566 の反応式
[F:1][C:2]1[C:3]([C:9]([NH2:11])=O)=[N:4][CH:5]=[C:6]([Cl:8])[CH:7]=1.O1CCOCC1.FC(F)(F)C(OC(=O)C(F)(F)F)=O.Cl>N1C=CC=CC=1>[F:1][C:2]1[C:3]([C:9]#[N:11])=[N:4][CH:5]=[C:6]([Cl:8])[CH:7]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 9845Trifluoroacetic anhydrideHCID 312751,4-DioxaneHCID 220135755-Chloro-3-fluoropicolinamide

生成物 1

HCID 220135625-Chloro-3-fluoropyridine-2-carbonitrile収率 91.5%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

1.39 g of 3-fluoro-5-chloro-2-pyridinecarboxamide (Example H7) are initially introduced into 8 ml of absolute dioxane, and 1.3 ml of dry pyridine are added. 1.30 ml of trifluoroacetic anhydride are slowly added with a syringe, while stirring and cooling in an ice-bath, and the mixture is subsequently stirred for 30 minutes. The resulting reaction mixture is poured onto 1N hydrochloric acid at 25° C. and extracted with diethyl ether. The ether phase is washed with dilute hydrochloric acid, water, dilute sodium bicarbonate solution and water. After drying over sodium sulfate, the mixture is filtered and the filtrate is concentrated to dryness. 1.14 g of the desired compound are obtained as a slightly violet-coloured solid of melting point 72-73° C.

後処理

  1. additionare added
  2. temperaturecooling in an ice-bath
  3. stirringthe mixture is subsequently stirred for 30 minutes
  4. customThe resulting reaction mixture
  5. extractionextracted with diethyl ether
  6. washThe ether phase is washed with dilute hydrochloric acid, water, dilute sodium bicarbonate solution and water
  7. dry with materialAfter drying over sodium sulfate
  8. filtrationthe mixture is filtered
  9. concentrationthe filtrate is concentrated to dryness

出典と根拠

ORDレコード
ord-46d03c38d9214db8b7084315d5a3fa9b
出典データセット
uspto-grants-2001_03
特許番号
US06204221B1

反応ノート

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