Triethylamine → N-(5-(5-methoxypyridin-3-yloxy)-2,3-dihydro-1H-inden-1-yl)propane-2-sulfonamide

HRID 473090

반응식

HRID 473090 반응식
[OH:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH:7]([NH:11][S:12]([CH:15]([CH3:17])[CH3:16])(=[O:14])=[O:13])[CH2:6][CH2:5]2.[CH3:18][O:19][C:20]1[CH:21]=[C:22](B(O)O)[CH:23]=[N:24][CH:25]=1.C(N(CC)CC)C>ClCCl.C([O-])(=O)C.[Cu+2].C([O-])(=O)C>[CH3:18][O:19][C:20]1[CH:21]=[C:22]([O:1][C:2]2[CH:3]=[C:4]3[C:8](=[CH:9][CH:10]=2)[CH:7]([NH:11][S:12]([CH:15]([CH3:17])[CH3:16])(=[O:14])=[O:13])[CH2:6][CH2:5]3)[CH:23]=[N:24][CH:25]=1

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 27630875-Methoxypyridine-3-boronic AcidHCID 70223457N-(5-hydroxy-2,3-dihydro-1H-inden-1-yl)propane-2-sulfonamide

생성물 1

HCID 70223357N-(5-(5-methoxypyridin-3-yloxy)-2,3-dihydro-1H-inden-1-yl)propane-2-sulfonamide

시약·촉매·용매 2

HCID 8895Cupric acetate촉매HCID 6344Dichloromethane용매

실험 절차

A mixture of N-(5-hydroxy-2,3-dihydro-1H-inden-1-yl)propane-2-sulfonamide (50.0 mg, 0.196 mmol), 5-methoxypyridin-3-ylboronic acid (90 mg, 0.587 mmol), Copper(II)acetate (35.6 mg, 0.196 mmol), triethylamine (0.136 mL, 0.979 mmol), and crushed 4 Å molecular sieves (150 mg) in Dichloromethane (2 mL) was stirred at rt for 3 days. After this time the reaction mixture was filtered and solvent evaporated in vacuo. Purification by flash chromatography (heptane:EtOAc 3:1) afforded the title compound as a white solid. (6.7 mg, 9.4%). MS (ESI): m/z [M−H]− 361.0

후처리

  1. filtrationAfter this time the reaction mixture was filtered
  2. customsolvent evaporated in vacuo
  3. customPurification by flash chromatography (heptane:EtOAc 3:1)

출처 및 근거

ORD 기록
ord-fe4ea780dbd54092bf8fe0fd0f3cf83e
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08633237B2

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