Dichloromethane → HCID 89876015、化合物

HRID 594125

反応式

HRID 594125 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 89876015HCID 89876015、化合物収率 24.3%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-b653f259da6840408e97052731116f4d
出典データセット
uspto-grants-2016_01
特許番号
US09242972B2

関連ノート

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