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Triethylamine → 1-[1-(4-Fluorophenethyl)piperidin-4-yl]-6-cyanoindoline

HRID 1790443
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HRID 1790443 반응식
FC(F)(F)S(OS(C(F)(F)F)(=O)=O)(=O)=O.[F:16][C:17]1[CH:42]=[CH:41][C:20]([CH2:21][CH2:22][N:23]2[CH2:28][CH2:27][CH:26]([N:29]3[C:37]4[C:32](=[CH:33][CH:34]=[C:35]([CH:38]=[N:39]O)[CH:36]=4)[CH2:31][CH2:30]3)[CH2:25][CH2:24]2)=[CH:19][CH:18]=1.C(N(CC)CC)C.C(=O)(O)[O-].[Na+]>C(Cl)Cl.C(Cl)(Cl)Cl>[F:16][C:17]1[CH:42]=[CH:41][C:20]([CH2:21][CH2:22][N:23]2[CH2:24][CH2:25][CH:26]([N:29]3[C:37]4[C:32](=[CH:33][CH:34]=[C:35]([C:38]#[N:39])[CH:36]=4)[CH2:31][CH2:30]3)[CH2:27][CH2:28]2)=[CH:19][CH:18]=1
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참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 67749Trifluoromethanesulfonic anhydrideHCID 516892Sodium BicarbonateHCID 734445891-[1-(4-Fluorophenethyl)piperidin-4-yl]-6-hydroxyiminomethylindoline

생성물 1

HCID 110786031-[1-(4-Fluorophenethyl)piperidin-4-yl]-6-cyanoindoline수율 70.1%

시약·촉매·용매 2

HCID 6212
Chloroform
용매
HCID 6344Dichloromethane용매

실험 절차

Trifluoromethanesulfonic anhydride (0.72 ml) was added dropwise at −78° C. into a solution of 1-[1-(4-fluorophenethyl)piperidin-4-yl]-6-hydroxyiminomethylindoline (1.5 g) and triethylamine (1.2 ml) in methylene chloride (1 l) and the resultant mixture was warmed to room temperature. Next, a saturated aqueous solution of sodium bicarbonate and chloroform were added thereto and the layers were separated. The organic layer was dried over anhydrous magnesium sulfate and the residue was purified by NH-silica gel column chromatography (hexane/ethyl acetate system) to give the title compound (1.0 g) as a white powder (yield: 67%).

후처리

  1. customthe layers were separated
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. customthe residue was purified by NH-silica gel column chromatography (hexane/ethyl acetate system)

출처 및 근거

ORD 기록
ord-939df83e61034b7fb3378a75d1b9faaf
출처 데이터셋
uspto-grants-2006_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07071201B2

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