Diisopropylethylamine → (S)-5-Bromo-N-((3-fluoropyridin-2-yl)(4-(trifluoromethyl)phenyl)-methyl)-6-oxo-1,6-dihydropyridine-3-carboxamide

HRID 2370798

반응식

HRID 2370798 반응식
CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[Br:25][C:26]1[C:27]([OH:35])=[N:28][CH:29]=[C:30]([CH:34]=1)[C:31]([OH:33])=O.CCN(C(C)C)C(C)C.Cl.[F:46][C:47]1[C:48]([C@H:53]([C:55]2[CH:60]=[CH:59][C:58]([C:61]([F:64])([F:63])[F:62])=[CH:57][CH:56]=2)[NH2:54])=[N:49][CH:50]=[CH:51][CH:52]=1.Cl.FC(F)(F)C1C=CC([C@@H](C2C(C(F)(F)F)=CC=CN=2)N)=CC=1>C(Cl)Cl>[Br:25][C:26]1[C:27](=[O:35])[NH:28][CH:29]=[C:30]([C:31]([NH:54][C@H:53]([C:48]2[C:47]([F:46])=[CH:52][CH:51]=[CH:50][N:49]=2)[C:55]2[CH:60]=[CH:59][C:58]([C:61]([F:62])([F:63])[F:64])=[CH:57][CH:56]=2)=[O:33])[CH:34]=1

참가 물질

7

실험 절차

To a solution of HATU (0.332 g, 0.874 mmol) in DCM (2 mL) was added 5-bromo-6-hydroxynicotinic acid (0.191 g, 0.874 mmol) and DIPEA (0.406 mL, 2.331 mmol). The resulting mixture was then stirred at rt for 5 min, then (S)-(3-fluoropyridin-2-yl)(4-(trifluoromethyl)phenyl)methanamine hydrochloride (Intermediate 2) (0.200 g, 0.583 mmol) was added. The mixture was then stirred at rt overnight. The mixture was purified by silica gel column chromatography using an ISCO instrument (0%-100% EtOAc/hexane) to give the title compound as a brown oil.

후처리

  1. stirringThe mixture was then stirred at rt overnight
  2. customThe mixture was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-150594b0a7c149ebbebd15c546682185
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08710043B2

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