Ethyl Acetate → 2-[3-[Di(cyclopropylmethyl)amino]-2-(methylsulfanyl)pyrazolo [1,5-a]pyridin-7-yl]-3,5-dimethylphenol

HRID 9220

반응식

HRID 9220 반응식
B(Br)(Br)Br.ClCCl.[CH:8]1([CH2:11][N:12]([CH2:34][CH:35]2[CH2:37][CH2:36]2)[C:13]2[C:14]([S:32][CH3:33])=[N:15][N:16]3[C:21]([C:22]4[C:27]([CH3:28])=[CH:26][C:25]([CH3:29])=[CH:24][C:23]=4[O:30]C)=[CH:20][CH:19]=[CH:18][C:17]=23)[CH2:10][CH2:9]1.C(OCC)(=O)C>ClCCl>[CH:8]1([CH2:11][N:12]([CH2:34][CH:35]2[CH2:37][CH2:36]2)[C:13]2[C:14]([S:32][CH3:33])=[N:15][N:16]3[C:21]([C:22]4[C:27]([CH3:28])=[CH:26][C:25]([CH3:29])=[CH:24][C:23]=4[OH:30])=[CH:20][CH:19]=[CH:18][C:17]=23)[CH2:9][CH2:10]1

참가 물질

5

반응물 3

HCID 8857Ethyl AcetateHCID 21984670N,N-dicyclopropylmethyl-N-[7-(2-methoxy-4,6-dimethylphenyl)-2-(methylsulfanyl)pyrazolo[1,5-a]pyridin-3-yl]amineHCID 22277759Boron tribromide dichloromethane

생성물 1

HCID 1357235202-[3-[Di(cyclopropylmethyl)amino]-2-(methylsulfanyl)pyrazolo [1,5-a]pyridin-7-yl]-3,5-dimethylphenol수율 50.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A 1 M boron tribromide/dichloromethane solution (0.42 mL) was added to a solution of N,N-dicyclopropylmethyl-N-[7-(2-methoxy-4,6-dimethylphenyl)-2-(methylsulfanyl)pyrazolo[1,5-a]pyridin-3-yl]amine (35 mg) in dichloromethane (10 mL) at room temperature under a nitrogen atmosphere, and the mixture was stirred for 10 minutes. The reaction mixture was added to ice water, extraction was performed with ethyl acetate, and the organic layer was washed with brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The obtained residue was subjected to silica gel column chromatography, and the title compound (17 mg) was obtained from the n-hexane:ethyl acetate (6:1) fraction as white crystals.

후처리

  1. washthe organic layer was washed with brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-7700df5685184235ac02c3c0c47a1faa
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091215B2

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