홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Ethyl Acetate → 2-chloro-5-(2,2-difluoropropyl)-6a-methyl-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-one

HRID 1696052
노트
인쇄 미리보기

반응식

HRID 1696052 반응식
[Cl:1][C:2]1[N:11]=[CH:10][C:9]2[NH:8][C:7](=[O:12])[C:6]3([CH3:17])[CH2:13][O:14][CH2:15][CH2:16][N:5]3[C:4]=2[N:3]=1.[N+](C1C=CC(S(O[CH2:31][C:32]([F:35])([F:34])[CH3:33])(=O)=O)=CC=1)([O-])=O.C(=O)([O-])[O-].[Cs+].[Cs+].CCOC(C)=O>CC(N(C)C)=O.C(O)(C)C>[Cl:1][C:2]1[N:11]=[CH:10][C:9]2[N:8]([CH2:31][C:32]([F:35])([F:34])[CH3:33])[C:7](=[O:12])[C:6]3([CH3:17])[CH2:13][O:14][CH2:15][CH2:16][N:5]3[C:4]=2[N:3]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 8857Ethyl AcetateHCID 10796Cesium carbonateHCID 717391022,2-Difluoropropyl 4-nitrobenzenesulfonateHCID 781653422-chloro-6a-methyl-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-one

생성물 1

HCID 781653442-chloro-5-(2,2-difluoropropyl)-6a-methyl-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-one

시약·촉매·용매 2

HCID 3776Isopropanol용매
HCID 31374Dimethylacetamide용매

반응 조건

온도
60 °C

실험 절차

2-Chloro-6a-methyl-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-one (384 mg, 1.508 mmol), 2,2-difluoropropyl 4-nitrobenzenesulfonate (767 mg, 2.73 mmol), cesium carbonate (1240 mg, 3.81 mmol) were combined in DMA (2 mL) at ambient temperature for about 1 hour and then heated in an oil bath at 60° C. After about 22 hours, the reaction mixture was allowed to cool to ambient temperature, diluted reaction mixture with 25 mL EtOAc, transferred to a separatory funnel, and the reaction vessel rinsed twice with 10 mL 1:1 EtOAc/water. An additional 10 mL of water was then added, the layers were mixed and then separated. The organic layer was extracted with water (10 mL) and the combined aqueous layers were extracted with 10 mL of EtOAc, which was then extracted with 5 mL brine. The combined organic layers were dried over sodium sulfate, filtered, and concentrated on a rotovap to give a residue. The residue was combined with isopropanol (5 mL) and heated in an oil bath at 50° C. oil bath. An addition 1.5 mL was added and the solution was allowed to cool to ambient temperature with stirring to give a solid. Collected the solid by filtration, rinse the filter cake with 1 mL isopropanol and air dry for 2 hours, then dry under vacuum to give the title compound.

후처리

  1. temperatureto cool to ambient temperature
  2. additiondiluted
  3. customtransferred to a separatory funnel
  4. washthe reaction vessel rinsed twice with 10 mL 1:1 EtOAc/water
  5. additionAn additional 10 mL of water was then added
  6. additionthe layers were mixed
  7. customseparated
  8. extractionThe organic layer was extracted with water (10 mL)
  9. extractionthe combined aqueous layers were extracted with 10 mL of EtOAc, which
  10. extractionwas then extracted with 5 mL brine
  11. dry with materialThe combined organic layers were dried over sodium sulfate
  12. filtrationfiltered
  13. concentrationconcentrated on a rotovap
  14. customto give a residue
  15. temperatureheated in an oil bath at 50° C. oil bath
  16. additionAn addition 1.5 mL
  17. additionwas added
  18. temperatureto cool to ambient temperature
  19. customto give a solid
  20. customCollected the solid
  21. filtrationby filtration
  22. washrinse the filter cake with 1 mL isopropanol and air
  23. customdry for 2 hours
  24. customdry under vacuum

출처 및 근거

ORD 기록
ord-0ef7b781b97345db96eae774b33b278d
출처 데이터셋
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08163755B2

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트