Chloride → 1-[1-(4-Fluorophenethyl)piperidin-4-yl]-6-chloromethylindoline

HRID 1790456노트

반응식

HRID 1790456 반응식
CCN(S(F)(F)F)CC.[F:10][C:11]1[CH:35]=[CH:34][C:14]([CH2:15][CH2:16][N:17]2[CH2:22][CH2:21][CH:20]([N:23]3[C:31]4[C:26](=[CH:27][CH:28]=[C:29]([CH2:32]O)[CH:30]=4)[CH2:25][CH2:24]3)[CH2:19][CH2:18]2)=[CH:13][CH:12]=1.[Cl-:36].C(=O)(O)[O-].[Na+]>C(OCC)(=O)C>[F:10][C:11]1[CH:35]=[CH:34][C:14]([CH2:15][CH2:16][N:17]2[CH2:22][CH2:21][CH:20]([N:23]3[C:31]4[C:26](=[CH:27][CH:28]=[C:29]([CH2:32][Cl:36])[CH:30]=4)[CH2:25][CH2:24]3)[CH2:19][CH2:18]2)=[CH:13][CH:12]=1

참가 물질

6

반응물 4

HCID 312ChlorideHCID 123472(Diethylamino)sulfur trifluorideHCID 516892Sodium BicarbonateHCID 220378911-[1-(4-Fluorophenethyl)piperidin-4-yl]-6-hydroxymethylindoline

생성물 1

HCID 220382531-[1-(4-Fluorophenethyl)piperidin-4-yl]-6-chloromethylindoline수율 30%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

Diethylaminosulfatrifluoride (DAST, 160 mg) was added dropwise at −78° C. into a solution of 1-[1-(4-fluorophenethyl)piperidin-4-yl]-6-hydroxymethylindoline (300 mg) inmethylene chloride (10 ml) and the resultant mixture was stirred for 1 hr. Then a saturated aqueous solution of sodium bicarbonate and ethyl acetate were added thereto and the layers were separated. The organic layer was dried over anhydrous magnesium sulfate and the obtained residue was purified by NH-silica gel column chromatography (hexane/ethyl acetate system) followed by conversion into a hydrochloride in a conventional manner to give the hydrochloride (100 mg) of the title compound as a white powder (yield: 30%).

후처리

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

출처 및 근거

ORD 기록
ord-dbe8ac018eab4f28a8567ad116fe05d1
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07071201B2

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