1,2-Epoxy-3-fluoropropane → 1-(Cyclopropylmethyl)[7-(2-methoxy-4,6-dimethylphenyl)-2-(methylsulfanyl)pyrazolo[1,5-a]pyridin-3-yl]amino-3-fluoro-2-propanol

HRID 9216

반응식

HRID 9216 반응식
O.[C:2]1([CH3:12])[CH:7]=[CH:6]C(S(O)(=O)=O)=CC=1.[CH2:13]([CH:15]1[O:17][CH2:16]1)[F:14].C1(C[NH:22][C:23]2[C:24]([S:42][CH3:43])=[N:25][N:26]3[C:31]([C:32]4[C:37]([CH3:38])=[CH:36][C:35]([CH3:39])=[CH:34][C:33]=4[O:40][CH3:41])=[CH:30][CH:29]=[CH:28][C:27]=23)CC1>COCCOC>[CH:7]1([CH2:6][CH:16]([NH:22][C:23]2[C:24]([S:42][CH3:43])=[N:25][N:26]3[C:31]([C:32]4[C:37]([CH3:38])=[CH:36][C:35]([CH3:39])=[CH:34][C:33]=4[O:40][CH3:41])=[CH:30][CH:29]=[CH:28][C:27]=23)[CH:15]([OH:17])[CH2:13][F:14])[CH2:2][CH2:12]1

참가 물질

5

실험 절차

p-Toluenesulfonic acid hydrate (40 mg) and epifluorohydrin (0.15 mL) [CAS No.503-09-3] were added to a solution of N-cyclopropylmethyl-N-[7-(2-methoxy-4,6-dimethylphenyl)-2-(methylsulfanyl)pyrazolo[1,5-a]pyridin-3-yl]amine (50 mg) in 1,2-dimethoxyethane (0.40 mL), and the mixture was heated to reflux for 3 hours. After cooling to room temperature, the solvent was distilled off under reduced pressure. The obtained residue was purified by basic silica gel column chromatography (ethyl acetate:n-hexane=1:5) to obtain the title compound (24 mg) as a brownish oil.

후처리

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 3 hours
  3. distillationthe solvent was distilled off under reduced pressure
  4. customThe obtained residue was purified by basic silica gel column chromatography (ethyl acetate:n-hexane=1:5)

출처 및 근거

ORD 기록
ord-9937cf80a3b14089a39c068e340e6f8e
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091215B2

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