4-Methylmorpholine → N-[2-(3-methoxy-phenyl)-ethyl]-4-pentafluoroethyl-benzamide

HRID 2244343노트

반응식

HRID 2244343 반응식
[F:1][C:2]([F:16])([C:7]1[CH:15]=[CH:14][C:10]([C:11]([OH:13])=O)=[CH:9][CH:8]=1)[C:3]([F:6])([F:5])[F:4].[CH3:17][O:18][C:19]1[CH:20]=[C:21]([CH2:25][CH2:26][NH2:27])[CH:22]=[CH:23][CH:24]=1.CN1CCOCC1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>CN(C=O)C>[CH3:17][O:18][C:19]1[CH:20]=[C:21]([CH2:25][CH2:26][NH:27][C:11](=[O:13])[C:10]2[CH:9]=[CH:8][C:7]([C:2]([F:1])([F:16])[C:3]([F:4])([F:5])[F:6])=[CH:15][CH:14]=2)[CH:22]=[CH:23][CH:24]=1

참가 물질

6

반응물 4

HCID 79724-MethylmorpholineHCID 748663-MethoxyphenethylamineHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 230678834-(1,1,2,2,2-Pentafluoroethyl)benzoic acid

생성물 1

HCID 86615231N-[2-(3-methoxy-phenyl)-ethyl]-4-pentafluoroethyl-benzamide수율 96.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 4-pentafluoroethyl-benzoic acid (500 mg, 2.08 mmol), 2-(3-methoxyphenyl)-ethylamine (361 mg, 2.29 mmol), 4-methylmorpholine (632 mg, 6.24 mmol), and HBTU (1.19 g, 3.12 mmol) in DMF (38 mL) was stirred at RT for 16 h, then the reaction mixture was partitioned between water and ethyl acetate. The organic layer was washed with brine, dried (MgSO4), and evaporated. Chromatography (SiO2, heptane-ethyl acetate gradient) afforded the title compound (746 mg, 96%). Light yellow solid, MS (ISP) 374.2 (M+H)+.

후처리

  1. customthe reaction mixture was partitioned between water and ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried (MgSO4)
  4. customevaporated

출처 및 근거

ORD 기록
ord-2a2903d4d33c421da9f5fda3104f999c
출처 데이터셋
uspto-grants-2010_03
특허 번호
US07678818B2

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