Pyridine → HCID 53473320, 화합물

HRID 2037539노트

반응식

HRID 2037539 반응식
[NH2:1][CH2:2][CH2:3][C@@:4]1([C:27]2[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=2)[O:9][C:8](=[O:10])[N:7]([C@H:11]([C:13]2[CH:18]=[CH:17][C:16]([C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:20]=3[F:26])=[CH:15][CH:14]=2)[CH3:12])[CH2:6][CH2:5]1.N1C=CC=CC=1.[C:40](OC(=O)C)(=[O:42])[CH3:41]>C(Cl)Cl>[F:26][C:20]1[CH:21]=[C:22]([F:25])[CH:23]=[CH:24][C:19]=1[C:16]1[CH:15]=[CH:14][C:13]([C@@H:11]([N:7]2[CH2:6][CH2:5][C@:4]([CH2:3][CH2:2][NH:1][C:40](=[O:42])[CH3:41])([C:27]3[CH:28]=[CH:29][C:30]([F:33])=[CH:31][CH:32]=3)[O:9][C:8]2=[O:10])[CH3:12])=[CH:18][CH:17]=1

참가 물질

5

반응물 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 53473235HCID 53473235, 화합물

생성물 1

HCID 53473320HCID 53473320, 화합물수율 46%

시약·촉매·용매 1

HCID 6344Dichloromethane용매3회

실험 절차

To a solution of (R)-6-(2-aminoethyl)-3-((S)-1-(2′,4′-difluorobiphenyl-4-yl)ethyl)-6-(4-fluorophenyl)-1,3-oxazinan-2-one (120 mg, 0.264 mmol) and pyridine (41 mg, 0.528 mmol) in anhydrous CH2Cl2 (5 mL) was dropwise added acetic anhydride (30 mg, 0.291 mmol) in anhydrous CH2Cl2 (5 mL) at 0° C. under nitrogen. The above mixture was allowed to stir for overnight at ambient temperature. The mixture was diluted with CH2Cl2 and washed with water. The organic layer was dried over Na2SO4 and concentrate to give the crude product, which was purified by preparative TLC to give N-(2-((R)-3-((S)-1-(2′,4′-difluorobiphenyl-4-yl)ethyl)-6-(4-fluorophenyl)-2-oxo-1,3-oxazinan-6-yl)ethyl)acetamide (60 mg, 46%).

후처리

  1. customat 0° C.
  2. washwashed with water
  3. dry with materialThe organic layer was dried over Na2SO4
  4. concentrationconcentrate
  5. customto give the crude product, which
  6. customwas purified by preparative TLC

출처 및 근거

ORD 기록
ord-2efa0b374e794a3ba54876a01e79e098
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08575156B2

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