Potassium Carbonate → 7-[2-(4-Cyanobenzenesulfonylamino)ethyl]-9-oxa-3,7-diazabicyclo-[3.3.1]nonane-3-carboxylic acid tert-butyl ester

HRID 1992344노트

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HRID 1992344 반응식
Br[CH2:2][CH2:3][NH:4][S:5]([C:8]1[CH:13]=[CH:12][C:11]([C:14]#[N:15])=[CH:10][CH:9]=1)(=[O:7])=[O:6].[C:16]([O:20][C:21]([N:23]1[CH2:30][CH:29]2[O:31][CH:25]([CH2:26][NH:27][CH2:28]2)[CH2:24]1)=[O:22])([CH3:19])([CH3:18])[CH3:17].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[C:16]([O:20][C:21]([N:23]1[CH2:24][CH:25]2[O:31][CH:29]([CH2:28][N:27]([CH2:2][CH2:3][NH:4][S:5]([C:8]3[CH:13]=[CH:12][C:11]([C:14]#[N:15])=[CH:10][CH:9]=3)(=[O:7])=[O:6])[CH2:26]2)[CH2:30]1)=[O:22])([CH3:19])([CH3:17])[CH3:18]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 185404123-Boc-9-oxa-3,7-diazabicyclo[3.3.1]nonaneHCID 43133684N-(2-bromoethyl)-4-cyanobenzenesulfonamide

생성물 1

HCID 685209557-[2-(4-Cyanobenzenesulfonylamino)ethyl]-9-oxa-3,7-diazabicyclo-[3.3.1]nonane-3-carboxylic acid tert-butyl ester수율 67.4%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
60 °C

실험 절차

A suspension of N-(2-bromoethyl)-4-cyanobenzenesulfonamide (5 g, 0.017 mol; see step (i) above), 9-oxa-3,7-diaza-bicyclo[3.3.1]nonane-3-carboxylic acid tert-butyl ester (3.96 g, 0.0173 mol; see WO 01/28992) and potassium carbonate (3.6 g, 0.025 mol) in acetonitrile (50 mL) was stirred at 60° C. overnight. The reaction mixture was filtered and the solvent concentrated under reduced pressure to yield the crude product, which was purified by column chromatography (using methanol in chloroform as the eluent) to yield (5 g) of the sub-title compound as pale yellow solid.

후처리

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe solvent concentrated under reduced pressure
  3. customto yield the crude product, which
  4. customwas purified by column chromatography (

출처 및 근거

ORD 기록
ord-1922c865ab9649e2aa5618061451df08
출처 데이터셋
uspto-grants-2010_01
특허 번호
US07648985B2

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