Trimethylsilyl iodide → HCID 76684539, 화합물

HRID 925219노트

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HRID 925219 반응식
C(OC([N:6]1[CH2:23][CH2:22][C:10]2[C:11]3[C:12]([CH3:21])([CH3:20])[C:13]([F:19])([F:18])[CH2:14][C:15]=3[CH:16]=[CH:17][C:9]=2[CH2:8][CH2:7]1)=O)C.[Si](I)(C)(C)C>C(Cl)(Cl)Cl>[F:19][C:13]1([F:18])[C:12]([CH3:20])([CH3:21])[C:11]2[C:10]3[CH2:22][CH2:23][NH:6][CH2:7][CH2:8][C:9]=3[CH:17]=[CH:16][C:15]=2[CH2:14]1

참가 물질

4

반응물 2

HCID 85247Trimethylsilyl iodideHCID 86725332HCID 86725332, 화합물

생성물 1

HCID 76684539HCID 76684539, 화합물수율 30.7%

시약·촉매·용매 1

HCID 6212Chloroform용매

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온도
60 °C

실험 절차

Into a glass vial containing the product from step (c) (20 mg, 0.061 mmol) dissolved in CHCl3 (2 ml), TMSI (84 μL, 0.619 mmol) was added. The reaction mixture was heated to 60° C. for 6 hours. The volatiles were evaporated in vacuo and the residue diluted with 2M HCl (2 ml) and water (20 ml). The aqueous mixture was washed with diethyl ether (2×). The aqueous layer was then basified with 2M NaOH to pH 10 and extracted with DCM (3×). The combined DCM extracts were washed with brine, dried over Na2SO4, and solvent evaporated in vacuo to give the title compound as a colorless oil (4.7 mg). 1H NMR (300 MHz, CDCl3) δ 6.99-6.96 (m, 2H); 3.28 (t, J=14.1 Hz, 2H); 3.03-2.90 (m, 8H); 1.89 (bs, 1H); 1.39 (s, 6H); MS: ESI (positive): 252 (M+1).

후처리

  1. customThe volatiles were evaporated in vacuo
  2. additionthe residue diluted with 2M HCl (2 ml) and water (20 ml)
  3. washThe aqueous mixture was washed with diethyl ether (2×)
  4. extractionextracted with DCM (3×)
  5. washThe combined DCM extracts were washed with brine
  6. dry with materialdried over Na2SO4, and solvent
  7. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-eeb9c80507bb4451995fb002fb13d26d
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09284277B2

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