Triethylamine → (s)-n-[2-(2,3,-Dihydrobenzofuran-5-yl)-1-methylethyl]-n-ethyl-(1-methanesulfonylpiperidin-4-ylcarbonyl)amine

HRID 429837노트

반응식

HRID 429837 반응식
[CH3:1][S:2]([N:5]1[CH2:10][CH2:9][CH:8]([C:11](Cl)=[O:12])[CH2:7][CH2:6]1)(=[O:4])=[O:3].Cl.[O:15]1[C:19]2[CH:20]=[CH:21][C:22]([CH2:24][C@@H:25]([NH:27][CH2:28][CH3:29])[CH3:26])=[CH:23][C:18]=2[CH2:17][CH2:16]1.C(N(CC)CC)C.[Cl-].[NH4+]>ClCCl>[O:15]1[C:19]2[CH:20]=[CH:21][C:22]([CH2:24][C@@H:25]([N:27]([C:11]([CH:8]3[CH2:9][CH2:10][N:5]([S:2]([CH3:1])(=[O:4])=[O:3])[CH2:6][CH2:7]3)=[O:12])[CH2:28][CH3:29])[CH3:26])=[CH:23][C:18]=2[CH2:17][CH2:16]1

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 25517Ammonium ChlorideHCID 121159931-Methanesulfonylpiperidine-4-carbonyl chlorideHCID 20706299(s)-n-[2-(2,3,-Dihydrobenzofuran-5-yl)-1-methylethyl]-ethylamine hydrochloride

생성물 1

HCID 20706300(s)-n-[2-(2,3,-Dihydrobenzofuran-5-yl)-1-methylethyl]-n-ethyl-(1-methanesulfonylpiperidin-4-ylcarbonyl)amine

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

반응 조건

온도
0 °C

실험 절차

A solution of 1-methanesulfonylpiperidine-4-carbonyl chloride in dichloromethane (10 ml) was added to a suspension of (S)-N-[2-(2,3,-dihydrobenzofuran-5-yl)-1-methylethyl]-ethylamine hydrochloride (1.21 grams, 5 mmole) in dichloromethane (10 ml). The mixture was cooled to 0° C., and triethylamine (1.7 ml, 12.2 mmol) was added dropwise. When the addition was complete, the mixture was warmed to room temperature and stirred for about 1 hour. Saturated ammonium chloride was added (20 ml) and the separated organic layer was extracted once with dichloromethane (20 ml). The combined organic layers were washed with 1N hydrochloric acid (25 ml), saturated sodium bicarbonate (25 ml), dried over magnesium sulfate, and concentrated to give (S)-N-[2-(2,3,-dihydrobenzofuran-5-yl)-1-methylethyl]-N-ethyl-(1-methanesulfonylpiperidin-4-ylcarbonyl)amine as an off white foam (2.21 g).

후처리

  1. additionWhen the addition
  2. temperaturethe mixture was warmed to room temperature
  3. extractionthe separated organic layer was extracted once with dichloromethane (20 ml)
  4. washThe combined organic layers were washed with 1N hydrochloric acid (25 ml), saturated sodium bicarbonate (25 ml)
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-4b110dfd4584433d9544c49d2bcddbb2
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06319920B1

반응 노트

불러오는 중…