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N-bromobutanimide → Ethyl 5-bromo-2-methyl-1-(piperidin-1-ylsulfonyl)-1H-pyrrole-3-carboxylate

HRID 1844713
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인쇄 미리보기

반응식

HRID 1844713 반응식
[CH3:1][C:2]1[N:3]([S:12]([N:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)(=[O:14])=[O:13])[CH:4]=[CH:5][C:6]=1[C:7]([O:9][CH2:10][CH3:11])=[O:8].C1C(=O)N([Br:28])C(=O)C1>CN(C=O)C.C1COCC1.CC(=O)OCC>[Br:28][C:4]1[N:3]([S:12]([N:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)(=[O:14])=[O:13])[C:2]([CH3:1])=[C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH:5]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 67184N-bromobutanimideHCID 86719130Ethyl 2-methyl-1-(piperidin-1-ylsulfonyl)-1H-pyrrole-3-carboxylate

생성물 1

HCID 70872970Ethyl 5-bromo-2-methyl-1-(piperidin-1-ylsulfonyl)-1H-pyrrole-3-carboxylate수율 69.6%

시약·촉매·용매 3

HCID 6228Dimethylformamide용매HCID 8028Tetrahydrofuran용매
HCID 8857
Ethyl Acetate
용매

실험 절차

To a solution of compound 4a (4.77 g, 15.9 mmol) in dry DMF (20 mL) and dry THF (20 mL) was added NBS (3.12 g, 17.5 mmol) in portions at 0° C. The mixture was stirred at rt overnight, diluted with EA, washed with water and brine, dried over Na2SO4, concentrated and purified by CC (PE/EA=1/0 to 15/1) to give compound 4b (4.2 g, 63%).

후처리

  1. washwashed with water and brine
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated
  4. custompurified by CC (PE/EA=1/0 to 15/1)

출처 및 근거

ORD 기록
ord-577bebad1c8e4ecb85f35198688b9b95
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08946446B2

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