Potassium Iodide → N-[2-[1-[2-(5-Benzofurazanyl)ethyl]-4-piperidinyl]-2,3-dihydro-3-oxo-1H-inden-5-yl]methanesulfonamide

HRID 1195686노트

반응식

HRID 1195686 반응식
Cl.[CH3:2][S:3]([NH:6][C:7]1[CH:15]=[C:14]2[C:10]([CH2:11][CH:12]([CH:17]3[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]3)[C:13]2=[O:16])=[CH:9][CH:8]=1)(=[O:5])=[O:4].Br[CH2:24][CH2:25][C:26]1[CH:27]=[CH:28][C:29]2[C:30]([CH:34]=1)=[N:31][O:32][N:33]=2.C(=O)(O)[O-].[Na+].[I-].[K+]>C(#N)C>[N:33]1[O:32][N:31]=[C:30]2[CH:34]=[C:26]([CH2:25][CH2:24][N:20]3[CH2:21][CH2:22][CH:17]([CH:12]4[C:13](=[O:16])[C:14]5[C:10](=[CH:9][CH:8]=[C:7]([NH:6][S:3]([CH3:2])(=[O:4])=[O:5])[CH:15]=5)[CH2:11]4)[CH2:18][CH2:19]3)[CH:27]=[CH:28][C:29]=12

참가 물질

6

반응물 4

HCID 4875Potassium IodideHCID 516892Sodium BicarbonateHCID 117758995-(2-Bromoethyl)benzofurazanHCID 197591836-Methanesulfonamido-2-(4-piperidyl)indan-1-one hydrochloride

생성물 1

HCID 54107427N-[2-[1-[2-(5-Benzofurazanyl)ethyl]-4-piperidinyl]-2,3-dihydro-3-oxo-1H-inden-5-yl]methanesulfonamide

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

In the manner described in Example 14, 6-methanesulfonamido-2-(4-piperidyl)-indan-1-one hydrochloride (0.20 g, 0.58 mmol), 5-(2-bromoethyl)benzofurazan (0.395 g, 1.74 mmol), sodium bicarbonate (0.146 g, 1.74 mmol) and potassium iodide (20 mg), in 20 mL of acetonitrile were heated under reflux for 30 hours. After purification by flask column chromatography on silica gel eluting with 5% methanol in chloroform saturated with ammonia (gas), and treatment with ethanol HCl, crystallization from methanol gave the title compound as a white solid, mp 214°-217° C.

후처리

  1. temperaturewere heated
  2. temperatureunder reflux for 30 hours
  3. customAfter purification by flask column chromatography on silica gel eluting with 5% methanol in chloroform saturated with ammonia (gas), and treatment
  4. customwith ethanol HCl, crystallization from methanol

출처 및 근거

ORD 기록
ord-55a7a0ef3bdc4910bf893274e3abe5b0
출처 데이터셋
uspto-grants-1992_05
특허 번호
US05112824

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