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Water → 4-Bromo-5-(cyclohexylmethyl)-1-methyl-1H-pyrrole-2-sulfonamide

HRID 1844739
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인쇄 미리보기

반응식

HRID 1844739 반응식
C1C(=O)N([Br:8])C(=O)C1.[CH:9]1([CH2:15][C:16]2[N:20]([CH3:21])[C:19]([S:22]([NH2:25])(=[O:24])=[O:23])=[CH:18][CH:17]=2)[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1.O>C1COCC1>[Br:8][C:17]1[CH:18]=[C:19]([S:22]([NH2:25])(=[O:24])=[O:23])[N:20]([CH3:21])[C:16]=1[CH2:15][CH:9]1[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14]1
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참가 물질

5

반응물 3

HCID 962WaterHCID 67184N-bromobutanimideHCID 708740515-(Cyclohexylmethyl)-1-methyl-1H-pyrrole-2-sulfonamide

생성물 1

HCID 867191384-Bromo-5-(cyclohexylmethyl)-1-methyl-1H-pyrrole-2-sulfonamide수율 103.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
-78 °C

실험 절차

To a solution of NBS (68.7 mg, 386 μmol) was added a solution of compound 25e (104 mg, 410 μmol) in THF at −78° C. and stirred for 2 h at −78° C. Water (30 mL) was added and the reaction mixture was extracted with EA (150 mL). The organic layer was washed with brine, dried over Na2SO4, concentrated and purified by CC (hexane/EA=3/1) to give compound 25f (134 mg, 61%).

후처리

  1. extractionthe reaction mixture was extracted with EA (150 mL)
  2. washThe organic layer was washed with brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated
  5. custompurified by CC (hexane/EA=3/1)

출처 및 근거

ORD 기록
ord-5e4988c72fec42c39b0f3099d8f825d1
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08946446B2

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