Dichloromethane → 2-Cyano-1-(4-fluorobenzyl)-5-methanesulfonylindole

HRID 1814101

反応式

HRID 1814101 の反応式
[F:1][C:2]1[CH:24]=[CH:23][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([S:16]([CH3:19])(=[O:18])=[O:17])=[CH:13][CH:14]=3)[CH:9]=[C:8]2[C:20]([NH2:22])=O)=[CH:4][CH:3]=1.ClCCl.C(N(CC)CC)C.FC(F)(F)C(O)=O>O>[C:20]([C:8]1[N:7]([CH2:6][C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:24][CH:23]=2)[C:15]2[C:10]([CH:9]=1)=[CH:11][C:12]([S:16]([CH3:19])(=[O:17])=[O:18])=[CH:13][CH:14]=2)#[N:22]

参加物

6

反応物 4

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 8471TriethylamineHCID 225043691-(4-Fluorobenzyl)-5-methanesulfonylindole-2-carboxamide

生成物 1

HCID 225044482-Cyano-1-(4-fluorobenzyl)-5-methanesulfonylindole収率 71.7%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a mixture of 1-(4-fluorobenzyl)-5-methanesulfonylindole-2-carboxamide (100 mg) and dichloromethane (2 ml), triethylamine (0.09 ml) and anhydrous trifluoroacetic acid (0.09 ml) were added at 15 to 30° C. and the mixture was stirred at the same temperature for 2 hours. Water was added therto, and the mixture was extracted with dichloromethane. The organic layer was washed with water, dried over sodium sulfate and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography (hexane:ethyl acetate=2:1) to obtain 68 mg of the desired product as a white crystal.

後処理

  1. additionwere added at 15 to 30° C.
  2. extractionwas extracted with dichloromethane
  3. washThe organic layer was washed with water
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-768ae26247fa44bdbc9924daf81bc145
出典データセット
uspto-grants-2005_04
特許番号
US06875770B2

関連ノート

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