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

HRID 1790456ノート

反応式

HRID 1790456 の反応式
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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-dbe8ac018eab4f28a8567ad116fe05d1
出典データセット
uspto-grants-2006_07
特許番号
US07071201B2

反応ノート

読み込み中…