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Sodium hydride → Ethyl 2-methyl-1-(piperidin-1-ylsulfonyl)-1H-pyrrole-3-carboxylate

HRID 1844712
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HRID 1844712 반응식
[CH3:1][C:2]1[NH:3][CH:4]=[CH:5][C:6]=1[C:7]([O:9][CH2:10][CH3:11])=[O:8].[H-].[Na+].[N:14]1([S:20](Cl)(=[O:22])=[O:21])[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1>CN(C=O)C.CC(=O)OCC>[CH3:1][C:2]1[N:3]([S:20]([N:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)(=[O:22])=[O:21])[CH:4]=[CH:5][C:6]=1[C:7]([O:9][CH2:10][CH3:11])=[O:8]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 24758Sodium hydrideHCID 136747Ethyl 2-methyl-3-pyrrolecarboxylateHCID 11298344Piperidine-1-sulfonyl chloride

생성물 1

HCID 86719130Ethyl 2-methyl-1-(piperidin-1-ylsulfonyl)-1H-pyrrole-3-carboxylate수율 79.4%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매2회
HCID 8857
Ethyl Acetate
용매

실험 절차

To a solution of ethyl 2-methyl-1H-pyrrole-3-carboxylate (3.06 g, 20 mmol) in dry DMF (40 mL) was added NaH (0.96 mg, 24 mmol) in portions and the mixture was stirred at rt for 30 min. Then a solution of piperidine-1-sulfonyl chloride (4.4 g, 24 mmol) in dry DMF (10 mL) was added and the resulting mixture was stirred overnight, diluted with EA, washed with water and brine, dried over Na2SO4, concentrated and purified by CC (PE/EA=1/0 to 10/1) to give compound 4a (4.77 g, 78%).

후처리

  1. stirringthe resulting mixture was stirred overnight
  2. washwashed with water and brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated
  5. custompurified by CC (PE/EA=1/0 to 10/1)

출처 및 근거

ORD 기록
ord-7ec6badea2334c08a29f760bd758750a
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08946446B2

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