Triethylsilane → 5-(4,5-dihydrothiazol-5-yl)-3-(1-methylpiperidin-4-yl)-1H-indole

HRID 1457022ノート

反応式

HRID 1457022 の反応式
[S:1]1[CH:5]([C:6]2[CH:7]=[C:8]3[C:12](=[CH:13][CH:14]=2)[NH:11][CH:10]=[C:9]3[C:15]2[CH2:16][CH2:17][N:18]([CH3:21])[CH2:19][CH:20]=2)[CH2:4][N:3]=[CH:2]1.C([SiH](CC)CC)C>FC(F)(F)C(O)=O>[S:1]1[CH:5]([C:6]2[CH:7]=[C:8]3[C:12](=[CH:13][CH:14]=2)[NH:11][CH:10]=[C:9]3[CH:15]2[CH2:16][CH2:17][N:18]([CH3:21])[CH2:19][CH2:20]2)[CH2:4][N:3]=[CH:2]1

参加物

4

反応物 2

HCID 12052TriethylsilaneHCID 187971695-(4,5-dihydrothiazol-5-yl)-3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole

生成物 1

HCID 187971845-(4,5-dihydrothiazol-5-yl)-3-(1-methylpiperidin-4-yl)-1H-indole収率 74.2%

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

To a mixture of 0.54 gm (1.8 mMol) 5-(4,5-dihydrothiazol-5-yl)-3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole in 20 mL trifluoroacetic acid were added slowly 320 μL (2 mMol) triethylsilane. The reaction mixture was stirred at room temperature for 18 hours and then concentrated under reduced pressure. The residual oil was partitioned between ethyl acetate and aqueous potassium carbonate. The organic phase was dried over sodium sulfate and concentrated under reduced pressure. The residue was crystallized from acetonitrile to provide 0.40 gm (74%) of the title compound compound as a crystalline solid.

後処理

  1. concentrationconcentrated under reduced pressure
  2. customThe residual oil was partitioned between ethyl acetate and aqueous potassium carbonate
  3. dry with materialThe organic phase was dried over sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was crystallized from acetonitrile

出典と根拠

ORDレコード
ord-74db0c35d8f44b3aa2c8838c24b55973
出典データセット
uspto-grants-1998_12
特許番号
US05846982

反応ノート

読み込み中…