2-(Methylamino)ethanol → HCID 67198110, 화합물

HRID 550805노트

반응식

HRID 550805 반응식
[C:1](=[O:39])(OC1C=CC([N+]([O-])=O)=CC=1)[O:2][CH:3]1[CH2:8][CH2:7][N:6]([C:9]2[C:10]3[CH2:26][S:25](=[O:28])(=[O:27])[CH2:24][C:11]=3[N:12]=[C:13]([C:15]3[CH:20]=[C:19]([F:21])[C:18]([Cl:22])=[CH:17][C:16]=3[F:23])[N:14]=2)[CH2:5][CH2:4]1.[CH3:40][NH:41][CH2:42][CH2:43][OH:44].C(=O)(O)[O-].[Na+].Cl.O1CCOCC1>C1COCC1.CN(C=O)C>[ClH:22].[OH:44][CH2:43][CH2:42][N:41]([CH3:40])[C:1](=[O:39])[O:2][CH:3]1[CH2:4][CH2:5][N:6]([C:9]2[C:10]3[CH2:26][S:25](=[O:27])(=[O:28])[CH2:24][C:11]=3[N:12]=[C:13]([C:15]3[CH:20]=[C:19]([F:21])[C:18]([Cl:22])=[CH:17][C:16]=3[F:23])[N:14]=2)[CH2:7][CH2:8]1

참가 물질

7

반응물 4

HCID 80162-(Methylamino)ethanolHCID 516892Sodium BicarbonateHCID 204431481,4-Dioxane hydrochlorideHCID 67195545HCID 67195545, 화합물

생성물 1

HCID 67198110HCID 67198110, 화합물수율 84%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of 300 mg of 1-[2-(4-chloro-2,5-difluorophenyl)-6,6-dioxido-5,7-dihydrothieno[3,4-d]pyrimidin-4-yl]piperidin-4-yl 4-nitrophenyl carbonate, 43 mg of 2-(methylamino)ethanol, and 5 ml of DMF was stirred at ambient temperature for 19.5 hours. Saturated aqueous sodium bicarbonate solution was added to the reaction mixture, the mixture was extracted twice with chloroform. The organic phase was washed with brine, dried over anhydrous magnesium sulfate, and evaporated under reduced pressure. The yellow oil obtained was dissolved in THF, here was added 4M HCl-dioxane solution, and the solution was concentrated under reduced pressure to give solid, which was recrystallized from acetonitrile-ether to yield 120 mg of 1-[2-(4-chloro-2,5-difluorophenyl)-6,6-dioxido-5,7-dihydrothieno[3,4-d]pyrimidin-4-yl]piperidin-4-yl (2-hydroxyethyl)methylcarbamate hydrochloride as colorless solid.

후처리

  1. extractionthe mixture was extracted twice with chloroform
  2. washThe organic phase was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customevaporated under reduced pressure
  5. customThe yellow oil obtained
  6. concentrationthe solution was concentrated under reduced pressure
  7. customto give solid, which
  8. customwas recrystallized from acetonitrile-ether

출처 및 근거

ORD 기록
ord-5bc0532bb9ff4d749501da4aea35dac8
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07947690B2

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