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

tert-Butyl isocyanate → 1-tert-butyl-3-(2-{(4S)-6-(3-methylphenyl)-1-oxo-7-[3-(trifluoromethoxy)phenyl]-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl}ethyl)urea

HRID 711416
노트
인쇄 미리보기

반응식

HRID 711416 반응식
ClC1C=C(C2C=C3C(=O)NCC(CNC(NCC4N5C=C(C6C=CC=C(Cl)C=6)C=C5C(=O)NC4)=O)N3C=2)C=CC=1.Cl.[NH2:42][CH2:43][CH2:44][C@@H:45]1[N:50]2[C:51]([C:65]3[CH:70]=[CH:69][CH:68]=[C:67]([CH3:71])[CH:66]=3)=[C:52]([C:54]3[CH:59]=[CH:58][CH:57]=[C:56]([O:60][C:61]([F:64])([F:63])[F:62])[CH:55]=3)[CH:53]=[C:49]2[C:48](=[O:72])[NH:47][CH2:46]1.[C:73]([N:77]=[C:78]=[O:79])([CH3:76])([CH3:75])[CH3:74].CCN(C(C)C)C(C)C.C([O-])(O)=O.[Na+]>C(Cl)Cl.C(OCC)(=O)C>[C:73]([NH:77][C:78]([NH:42][CH2:43][CH2:44][C@@H:45]1[N:50]2[C:51]([C:65]3[CH:70]=[CH:69][CH:68]=[C:67]([CH3:71])[CH:66]=3)=[C:52]([C:54]3[CH:59]=[CH:58][CH:57]=[C:56]([O:60][C:61]([F:64])([F:62])[F:63])[CH:55]=3)[CH:53]=[C:49]2[C:48](=[O:72])[NH:47][CH2:46]1)=[O:79])([CH3:76])([CH3:75])[CH3:74]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 5

HCID 62412tert-Butyl isocyanateHCID 81531DiisopropylethylamineHCID 516892Sodium BicarbonateHCID 867325541,3-Bis{[7-(3-chlorophenyl)-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl]methyl}ureaHCID 86732565(4S)-4-(2-aminoethyl)-6-(3-methylphenyl)-7-[3-(trifluoromethoxy)phenyl]-3,4-dihydropyrrolo[1,2-a]pyrazin-1(2H)-one hydrochloride

생성물 1

HCID 71523270
1-tert-butyl-3-(2-{(4S)-6-(3-methylphenyl)-1-oxo-7-[3-(trifluoromethoxy)phenyl]-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl}ethyl)urea
수율 35%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

28 mg (0.065 mmol) of 1 (4S)-4-(2-aminoethyl)-6-(3-methylphenyl)-7-[3-(trifluoromethoxy)phenyl]-3,4-dihydropyrrolo[1,2-a]pyrazin-1(2H)-one hydrochloride were dissolved in 2 ml of DCM. To the obtained solution, 20 μl (0.20 mmol) of t-butyl isocyanate, 60 μl (0.33 mmol) of DIPEA, were added. The mixture was stirred at rt for 18 hours, the solution was portioned between ethyl acetate and saturated aqueous solution of NaHCO3, the organic layer was washed with brine, dried over Na2SO4 and evaporated under vacuum. The crude was purified by HPLC preparative method 1, to provide 1-tert-butyl-3-(2-{(4S)-6-(3-methylphenyl)-1-oxo-7-[3-(trifluoromethoxy)phenyl]-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl}ethyl)urea 12 mg (35%) as a white solid.

후처리

  1. washthe organic layer was washed with brine
  2. dry with materialdried over Na2SO4
  3. customevaporated under vacuum
  4. customThe crude was purified by HPLC preparative method 1

출처 및 근거

ORD 기록
ord-cecc709c9a7447e98f51d37991161a6c
출처 데이터셋
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09181258B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트