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Dichloromethane → t-butyl 2-(2-(3-cyano-5-fluorophenyl)-4-((4-fluoro-N-methylphenylsulfonamido)methyl)phenoxy)acetate

HRID 68604
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HRID 68604 반응식
C(Cl)Cl.[C:4]([C:6]1[CH:7]=[C:8]([C:13]2[CH:27]=[C:26]([CH2:28][NH:29][CH3:30])[CH:25]=[CH:24][C:14]=2[O:15][CH2:16][C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH:9]=[C:10]([F:12])[CH:11]=1)#[N:5].CCN(CC)CC.[F:38][C:39]1[CH:44]=[CH:43][C:42]([S:45](Cl)(=[O:47])=[O:46])=[CH:41][CH:40]=1>O>[C:4]([C:6]1[CH:7]=[C:8]([C:13]2[CH:27]=[C:26]([CH2:28][N:29]([CH3:30])[S:45]([C:42]3[CH:43]=[CH:44][C:39]([F:38])=[CH:40][CH:41]=3)(=[O:47])=[O:46])[CH:25]=[CH:24][C:14]=2[O:15][CH2:16][C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH:9]=[C:10]([F:12])[CH:11]=1)#[N:5]
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참가 물질

6

반응물 4

HCID 6344DichloromethaneHCID 8471TriethylamineHCID 95884-Fluorobenzenesulfonyl chlorideHCID 67528259t-Butyl 2-(2-(3-cyano-5-fluorophenyl)-4-((methylamino)methyl)phenoxy)acetate

생성물 1

HCID 67528467t-butyl 2-(2-(3-cyano-5-fluorophenyl)-4-((4-fluoro-N-methylphenylsulfonamido)methyl)phenoxy)acetate수율 63.1%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To an anhydrous DCM (50 mL) solution of t-butyl 2-(2-(3-cyano-5-fluorophenyl)-4-((methylamino)methyl)phenoxy)acetate (22) (28 g, 72 mmol), was added Et3N (8.6 g, 85 mmol) followed by portionwise addition of 4-fluoro-benzenesulfonyl chloride (16.6 g, 85 mmol). The mixture was stirred at room temperature for 20 min and water (20 mL) was added. The organic layer was separated, dried and concentrated in vacuo. The crude was purified by column chromatography to give t-butyl 2-(2-(3-cyano-5-fluorophenyl)-4-((4-fluoro-N-methylphenylsulfonamido)methyl)phenoxy)acetate (23) (24 g, 63%).

후처리

  1. customThe organic layer was separated
  2. customdried
  3. concentrationconcentrated in vacuo
  4. customThe crude was purified by column chromatography

출처 및 근거

ORD 기록
ord-2c2c5a25fcc84fa0a39cc82074b81b7e
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08822467B2

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