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Tributyltin Chloride → HCID 71279793, 화합물

HRID 246674
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HRID 246674 반응식
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
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참가 물질

5

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

생성물 1

HCID 71279793HCID 71279793, 화합물수율 203.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
-20 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-af4a7b4b14fd40ad907a0249cb0794a1
출처 데이터셋
uspto-grants-2014_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08658646B2

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