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

HRID 509360

반응식

HRID 509360 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-cbbbad2a287d43ed990895938d9c2c66
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09096527B2

연결된 노트

불러오는 중…