Water → HCID 58577379, 화합물

HRID 1044285

반응식

HRID 1044285 반응식
[CH2:1]([O:8][C:9]1[CH:15]=[CH:14][C:12]([NH2:13])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CCN(C(C)C)C(C)C.F[C:26]1[C:31]([C:32]([O:34][CH3:35])=[O:33])=[C:30]([C:36]([F:39])([F:38])[F:37])[CH:29]=[CH:28][N:27]=1.O>CN1C(=O)CCC1>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([NH:13][C:26]2[C:31]([C:32]([O:34][CH3:35])=[O:33])=[C:30]([C:36]([F:37])([F:38])[F:39])[CH:29]=[CH:28][N:27]=2)=[CH:14][CH:15]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 228604-BenzyloxyanilineHCID 81531DiisopropylethylamineHCID 58577652Methyl 2-fluoro-4-(trifluoromethyl)nicotinate

생성물 1

HCID 58577379HCID 58577379, 화합물수율 11%

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

반응 조건

온도
200 °C

실험 절차

A mixture of 4-(benzyloxy)aniline (1010 mg), DIEA (1.771 mL) and methyl 2-fluoro-4-(trifluoromethyl)pyridine-3-carboxylate (1130 mg) in NMP (10 mL) was stirred at 150° C. for 2 h and at 200° C. for 1 h under microwave irradiation. The mixture was poured into water, and the mixture was extracted with EtOAc. The organic layer was separated, washed with water and brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by column chromatography (silica gel, EtOAc/hexane) to give the title compound (225 mg).

후처리

  1. extractionthe mixture was extracted with EtOAc
  2. customThe organic layer was separated
  3. washwashed with water and brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by column chromatography (silica gel, EtOAc/hexane)

출처 및 근거

ORD 기록
ord-9b634dda3406455c9e20aa5062021f47
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08563575B2

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