Hydrogen chloride-ethyl acetate → 4-(1,7-diazaspiro[4.5]dec-7-yl)-7H-pyrrolo[2,3-d]pyrimidine

HRID 1912445노트

반응식

HRID 1912445 반응식
C(OC([N:8]1[C:12]2([CH2:17][CH2:16][CH2:15][N:14]([C:18]3[C:19]4[CH:26]=[CH:25][NH:24][C:20]=4[N:21]=[CH:22][N:23]=3)[CH2:13]2)[CH2:11][CH2:10][CH2:9]1)=O)(C)(C)C.Cl.C(OCC)(=O)C.Cl.CO>C(Cl)(Cl)Cl>[NH:8]1[C:12]2([CH2:17][CH2:16][CH2:15][N:14]([C:18]3[C:19]4[CH:26]=[CH:25][NH:24][C:20]=4[N:21]=[CH:22][N:23]=3)[CH2:13]2)[CH2:11][CH2:10][CH2:9]1

참가 물질

5

반응물 3

HCID 21866389Hydrogen chloride-ethyl acetateHCID 21893726Hydrochloride methanolHCID 582933867-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1,7-diazaspiro[4.5]decane-1-carboxylic acid tert-butyl ester

생성물 1

HCID 582932974-(1,7-diazaspiro[4.5]dec-7-yl)-7H-pyrrolo[2,3-d]pyrimidine수율 69.5%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

To a solution of 7-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1,7-diazaspiro[4.5]decane-1-carboxylic acid tert-butyl ester (60 mg) in chloroform (1.0 ml) were added 4M hydrochloric acid-ethyl acetate (1.5 ml) and 2M hydrochloric acid-methanol (0.5 ml), and the mixture was stirred at room temperature for 2.5 hours. The reaction mixture was concentrated under reduced pressure, and then azeotroped with toluene. The residue was neutralized by the addition of 4M aqueous sodium hydroxide solution, and thereto was added saturated aqueous sodium chloride solution. The mixture was extracted with chloroform. The separated organic solvent was concentrated under reduced pressure to give the titled compound (30 mg).

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customazeotroped with toluene
  3. additionThe residue was neutralized by the addition of 4M aqueous sodium hydroxide solution
  4. additionwas added saturated aqueous sodium chloride solution
  5. extractionThe mixture was extracted with chloroform
  6. concentrationThe separated organic solvent was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-cf85616bd4cd4d88a61d5c30ad58fec8
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08609647B2

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