Triethylamine → 1-methanesulfonyl-N-(1-phenyl-4-piperidyl)spiro[indoline-3,4'-piperidine]-1'-carboxamide

HRID 1271616ノート

反応式

HRID 1271616 の反応式
Cl.[CH3:2][S:3]([N:6]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:8]2([CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)[CH2:7]1)(=[O:5])=[O:4].C(N(CC)CC)C.[C:27]1([N:33]2[CH2:38][CH2:37][CH:36]([NH:39][C:40](=O)[O:41]C3C=CC=CC=3)[CH2:35][CH2:34]2)[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.C(=O)(O)[O-].[Na+]>C(Cl)(Cl)Cl>[CH3:2][S:3]([N:6]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:8]2([CH2:9][CH2:10][N:11]([C:40]([NH:39][CH:36]3[CH2:37][CH2:38][N:33]([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)[CH2:34][CH2:35]3)=[O:41])[CH2:12][CH2:13]2)[CH2:7]1)(=[O:4])=[O:5]

参加物

6

反応物 4

HCID 8471TriethylamineHCID 516892Sodium BicarbonateHCID 219560841-(Methylsulfonyl)spiro[indoline-3,4'-piperidine] hydrochlorideHCID 22936218HCID 22936218、化合物

生成物 1

HCID 229362231-methanesulfonyl-N-(1-phenyl-4-piperidyl)spiro[indoline-3,4'-piperidine]-1'-carboxamide収率 31.6%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

1-Methanesulfonyl-spiro[indoline-3,4′-piperidine] hydrochloride (37 mg) and triethylamine (170 μL) were added to a solution of phenyl N-(1-phenyl-4-piperidyl)carbamate (36 mg) in chloroform (3 mL), and the mixture was heated to reflux for 15 hours. The reaction mixture was poured into saturated aqueous sodium bicarbonate and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and concentrated. The residue was crystallized from diethyl ether to give the title compound (18 mg) as a colorless crystal.

後処理

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 15 hours
  3. extractionextracted with ethyl acetate
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. concentrationconcentrated
  6. customThe residue was crystallized from diethyl ether

出典と根拠

ORDレコード
ord-36c83ac409744c73b3f00b96ca188e3e
出典データセット
uspto-grants-2007_04
特許番号
US07205417B2

反応ノート

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