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Tributyltin Chloride → HCID 71279793、化合物

HRID 246674
ノート
印刷プレビュー

反応式

HRID 246674 の反応式
I[C:2]1[C:10]2[C:5](=[CH:6][C:7]([CH3:11])=[CH:8][CH:9]=2)[N:4]([CH2:12][CH2:13][N:14]([CH3:16])[CH3:15])[N:3]=1.C([Mg]Cl)(C)C.[CH2:22]([Sn:26]([CH2:32][CH2:33][CH2:34][CH3:35])([CH2:28][CH2:29][CH2:30][CH3:31])Cl)[CH2:23][CH2:24][CH3:25]>C1COCC1>[CH3:15][N:14]([CH3:16])[CH2:13][CH2:12][N:4]1[C:5]2[C:10](=[CH:9][CH:8]=[C:7]([CH3:11])[CH:6]=2)[C:2]([Sn:26]([CH2:28][CH2:29][CH2:30][CH3:31])([CH2:32][CH2:33][CH2:34][CH3:35])[CH2:22][CH2:23][CH2:24][CH3:25])=[N:3]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 15096Tributyltin ChlorideHCID 712800902-(3-iodo-6-methyl-1H-indazol-1-yl)-N,N-dimethylethanamineHCID 178418918HCID 178418918、化合物

生成物 1

HCID 71279793HCID 71279793、化合物収率 203.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-20 °C

実験手順

A solution of 2-(3-iodo-6-methyl-1H-indazol-1-yl)-N,N-dimethylethanamine (450 mg, 1.4 mmol) in 20 mL of dry THF was cooled to −20° C. under nitrogen atmosphere, isopropylmagnesium chloride (1.4 mL, 2.8 mmol, 2 M in THF) was added and stirred for 15 min at −20° C. Then tributylchlorostannane (0.8 mL, 2.8 mmol) was added and allowed to warm to room temperature. The reaction was cooled in an ice bath and quenched with saturated ammonium chloride solution, extracted with ethyl acetate (3×30 mL), combined organics dried with sodium sulfate and concentrated to give 1.4 g of crude N,N-dimethyl-2-(6-methyl-3-(tributylstannyl)-1H-indazol-1-yl)ethanamine as an oil which was used in the next step directly without further purification.

後処理

  1. temperatureto warm to room temperature
  2. temperatureThe reaction was cooled in an ice bath
  3. customquenched with saturated ammonium chloride solution
  4. extractionextracted with ethyl acetate (3×30 mL)
  5. dry with materialcombined organics dried with sodium sulfate
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-af4a7b4b14fd40ad907a0249cb0794a1
出典データセット
uspto-grants-2014_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08658646B2

反応ノート

読み込み中…

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