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

HRID 1271616노트

반응식

HRID 1271616 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-36c83ac409744c73b3f00b96ca188e3e
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07205417B2

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