Triethylamine → HCID 10572963、化合物

HRID 1639159ノート

反応式

HRID 1639159 の反応式
Cl.[C:2]12([NH2:12])[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:4]([CH2:5]3)[CH2:3]1)[CH2:9]2.C(N(CC)CC)C.ClC([O:23][C:24](Cl)(Cl)Cl)=O.[N:28]1[CH:33]=[CH:32][CH:31]=[N:30][C:29]=1[N:34]1[CH2:39][CH2:38][N:37]([CH2:40][CH2:41][CH2:42][NH2:43])[CH2:36][CH2:35]1>C(Cl)Cl>[N:28]1[CH:33]=[CH:32][CH:31]=[N:30][C:29]=1[N:34]1[CH2:39][CH2:38][N:37]([CH2:40][CH2:41][CH2:42][NH:43][C:24]([NH:12][C:2]23[CH2:9][CH:8]4[CH2:7][CH:6]([CH2:5][CH:4]([CH2:10]4)[CH2:3]2)[CH2:11]3)=[O:23])[CH2:36][CH2:35]1

参加物

6

反応物 4

HCID 8471TriethylamineHCID 10426DiphosgeneHCID 64150Amantadine HydrochlorideHCID 107042273-(4-Pyrimidin-2-ylpiperazin-1-yl)propan-1-amine

生成物 1

HCID 10572963HCID 10572963、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒3 回

実験手順

To a stirred suspension of 1-adamantanamine hydrochloride (1.25 gm, 0.0067 mol) and triethylamine (2.7 gm, 0.027 mol) in 25 mol of dry methylene chloride under a dry nitrogen atmosphere was added, dropwise, trichloromethyl chloroformate (1.33 gm, 0.0033 mol). The resulting suspension was refluxed for three hours, and then a solution of 3-[4-(2-pyrimidyl)-1-piperazinyl]propylamine (1.44 gm, 0.0067 mol) in 15 ml of dry methylene chloride was added. The resulting mixture was allowed to stir at room temperature overnight. The reaction mixture was then diluted to 200 ml with methylene chloride, washed with 3% aqueous sodium bicarbonate solution, dried over anhydrous sodium sulfate, and concentrated on a rotary evaporator. The title compound (TLC on silica gel using a 30% methanol in ethyl acetate solvent system, Rf=0.39) was isolated by gravity chromatography on silica gel and recrystallized from methylene chloride/hexane (1.76 gm, 60% of theory), mp.=172°-173° C.

後処理

  1. additionwas added
  2. temperatureThe resulting suspension was refluxed for three hours
  3. washwashed with 3% aqueous sodium bicarbonate solution
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated on a rotary evaporator

出典と根拠

ORDレコード
ord-698f22d69bd24b88bcfc30a792b4b27a
出典データセット
uspto-grants-1989_11
特許番号
US04882432

反応ノート

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