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Sodium Methoxide → N-(4-{(E)-2-[3-tert-Butyl-2-methoxy-5-(6-methoxy-2-oxo-1,2-dihydro-pyridin-3-yl)-phenyl]-vinyl}-3-methoxymethyl-phenyl)-methanesulfonamide

HRID 2390858
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인쇄 미리보기

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HRID 2390858 반응식
Br[CH2:2][C:3]1[CH:4]=[C:5]([NH:32][S:33]([CH3:36])(=[O:35])=[O:34])[CH:6]=[CH:7][C:8]=1/[CH:9]=[CH:10]/[C:11]1[CH:16]=[C:15]([C:17]2[C:18](=[O:25])[NH:19][C:20]([O:23][CH3:24])=[CH:21][CH:22]=2)[CH:14]=[C:13]([C:26]([CH3:29])([CH3:28])[CH3:27])[C:12]=1[O:30][CH3:31].[CH3:37][O-:38].[Na+]>CO>[C:26]([C:13]1[C:12]([O:30][CH3:31])=[C:11](/[CH:10]=[CH:9]/[C:8]2[CH:7]=[CH:6][C:5]([NH:32][S:33]([CH3:36])(=[O:34])=[O:35])=[CH:4][C:3]=2[CH2:2][O:38][CH3:37])[CH:16]=[C:15]([C:17]2[C:18](=[O:25])[NH:19][C:20]([O:23][CH3:24])=[CH:21][CH:22]=2)[CH:14]=1)([CH3:28])([CH3:29])[CH3:27]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 10942334Sodium MethoxideHCID 68540957N-(3-bromomethyl-4-{(E)-2-[3-tert-butyl-2-methoxy-5-(6-methoxy-2-oxo-1,2-dihydro-pyridin-3-yl)-phenyl]-vinyl}-phenyl)-methanesulfonamide

생성물 1

HCID 67070255N-(4-{(E)-2-[3-tert-Butyl-2-methoxy-5-(6-methoxy-2-oxo-1,2-dihydro-pyridin-3-yl)-phenyl]-vinyl}-3-methoxymethyl-phenyl)-methanesulfonamide

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

step 3—A solution of 324 (93 mg, 0.162 mmol) in MeOH (10 mL) and sodium methoxide (10 mL, 5 mmol, 0.5 M methanol solution) was stirred at RT overnight. The reaction mixture was concentrated, diluted with EtOAc and acidified with 6N HCl (1 mL). The organic extract was dried (Na2SO4), filtered and concentrated. The crude product was purified on a preparative TLC plate developed with 2:1 EtOAc/hexane to afford 26 mg (31%) of I-209 as an off-white solid.

후처리

  1. concentrationThe reaction mixture was concentrated
  2. additiondiluted with EtOAc
  3. extractionThe organic extract
  4. dry with materialwas dried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe crude product was purified on a preparative TLC plate
  8. customto afford 26 mg (31%) of I-209 as an off-white solid

출처 및 근거

ORD 기록
ord-4a339d8984fd40bdb99933a83cd87412
출처 데이터셋
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08273773B2

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