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Potassium Carbonate → 5-Chloro-pyridine-2-sulfonic acid (4-difluoromethoxy-benzyl)-((R)-5.5-difluoro-2-oxo-azepan-3-yl)-amide

HRID 1783418
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HRID 1783418 반응식
[F:1][C:2]1([F:21])[CH2:8][CH2:7][NH:6][C:5](=[O:9])[C@H:4]([NH:10][S:11]([C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][N:15]=2)(=[O:13])=[O:12])[CH2:3]1.[F:22][CH:23]([F:33])[O:24][C:25]1[CH:32]=[CH:31][C:28]([CH2:29]Br)=[CH:27][CH:26]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[F:22][CH:23]([F:33])[O:24][C:25]1[CH:32]=[CH:31][C:28]([CH2:29][N:10]([C@@H:4]2[CH2:3][C:2]([F:1])([F:21])[CH2:8][CH2:7][NH:6][C:5]2=[O:9])[S:11]([C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][N:15]=2)(=[O:12])=[O:13])=[CH:27][CH:26]=1
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참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 27370014-(Difluoromethoxy)benzyl BromideHCID 866107465-Chloro-pyridine-2-sulfonic acid ((R)-5,5-difluoro-2-oxo-azepan-3-yl)-amide

생성물 1

HCID 866107475-Chloro-pyridine-2-sulfonic acid (4-difluoromethoxy-benzyl)-((R)-5.5-difluoro-2-oxo-azepan-3-yl)-amide

시약·촉매·용매 1

HCID 6228Dimethylformamide
용매

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온도
65 °C

실험 절차

5-Chloro-pyridine-2-sulfonic acid ((R)-5,5-difluoro-2-oxo-azepan-3-yl)-amide (0.21 g, 0.61 mmol), 4-(difluoromethoxy)benzyl bromide (0.23 g, 0.91 mmol), K2CO3 (0.85 g, 6.08 mmol), KI (0.02 g, 0.12 mmol) were added to dry DMF (10 ml) and the resultant reaction mixture was stirred for 1.5 h at 65° C. and for additional 3 h at room temperature under an argon atmosphere. The solvent was removed under reduced pressure and the residue was purified over silica gel (first: ethyl acetate/n-heptane 1:2 v/v; second: dichloromethane/MeOH, 100:0-95:5): brownish oil, 0.23 g;

후처리

  1. customthe resultant reaction mixture
  2. customThe solvent was removed under reduced pressure
  3. customthe residue was purified over silica gel (first: ethyl acetate/n-heptane 1:2 v/v; second: dichloromethane/MeOH, 100:0-95:5)

출처 및 근거

ORD 기록
ord-6873cfde16ff470a95b2f71e5fbab44a
출처 데이터셋
uspto-grants-2009_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07501406B2

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