Dichloromethane → HCID 89876015, 화합물

HRID 594125

반응식

HRID 594125 반응식
[CH3:1][C:2]1[C:6]([CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([S:15](Cl)(=[O:17])=[O:16])=[CH:11][CH:10]=2)=[C:5]([CH3:19])[O:4][N:3]=1.[CH:20]([C:23]1[CH:24]=[CH:25][C:26]([NH2:29])=[N:27][CH:28]=1)([CH3:22])[CH3:21].ClCCl>N1C=CC=CC=1>[CH3:1][C:2]1[C:6]([CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([S:15]([NH:29][C:26]3[CH:25]=[CH:24][C:23]([CH:20]([CH3:22])[CH3:21])=[CH:28][N:27]=3)(=[O:17])=[O:16])=[CH:11][CH:10]=2)=[C:5]([CH3:19])[O:4][N:3]=1

참가 물질

5

반응물 3

HCID 6344DichloromethaneHCID 164907024-((3,5-Dimethylisoxazol-4-yl)methoxy)benzene-1-sulfonyl chlorideHCID 179858055-(Propan-2-yl)pyridin-2-amine

생성물 1

HCID 89876015HCID 89876015, 화합물수율 24.3%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

To a solution of 4-((3,5-dimethylisoxazol-4-yl)methoxy)benzene-1-sulfonyl chloride (241 mg, 0.800 mmol) in pyridine (5 mL), stirred under nitrogen at room temperature, was added 5-isopropylpyridin-2-amine (54.5 mg, 0.4 mmol). The mixture was then stirred at room temperature overnight. Dichloromethane (25 mL) was added to the mixture and the organic phase washed with water (25 mL) and brine (25 mL) then dried using a hydrophobic frit. Solvent was removed in vacuo to give the crude product. This was purified by flash silica (Si) chromatography (0-100% ethyl acetate-cyclohexane gradient), to provide the title compound (39 mg) as an off-white solid. LCMS (2 min, formic) Rt 0.96 min, m/z (ES+) 402 (M+H).

후처리

  1. washthe organic phase washed with water (25 mL) and brine (25 mL)
  2. customthen dried
  3. customSolvent was removed in vacuo
  4. customto give the crude product
  5. customThis was purified by flash silica (Si) chromatography (0-100% ethyl acetate-cyclohexane gradient)

출처 및 근거

ORD 기록
ord-b653f259da6840408e97052731116f4d
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09242972B2

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