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

HRID 1790443
ノート
印刷プレビュー

反応式

HRID 1790443 の反応式
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
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6212
Chloroform
溶媒
HCID 6344Dichloromethane溶媒

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-939df83e61034b7fb3378a75d1b9faaf
出典データセット
uspto-grants-2006_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07071201B2

反応ノート

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