4-((3,5-Dimethylisoxazol-4-yl)methoxy)benzene-1-sulfonyl chloride → HCID 89876238、化合物

HRID 594145ノート

反応式

HRID 594145 の反応式
[CH:1]1([C:4]2[N:9]=[N:8][C:7]([NH2:10])=[CH:6][CH:5]=2)[CH2:3][CH2:2]1.[CH3:11][C:12]1[C:16]([CH2:17][O:18][C:19]2[CH:24]=[CH:23][C:22]([S:25](Cl)(=[O:27])=[O:26])=[CH:21][CH:20]=2)=[C:15]([CH3:29])[O:14][N:13]=1>N1C=CC=CC=1>[CH:1]1([C:4]2[N:9]=[N:8][C:7]([NH:10][S:25]([C:22]3[CH:21]=[CH:20][C:19]([O:18][CH2:17][C:16]4[C:12]([CH3:11])=[N:13][O:14][C:15]=4[CH3:29])=[CH:24][CH:23]=3)(=[O:26])=[O:27])=[CH:6][CH:5]=2)[CH2:3][CH2:2]1

参加物

4

反応物 2

HCID 164907024-((3,5-Dimethylisoxazol-4-yl)methoxy)benzene-1-sulfonyl chlorideHCID 445581096-Cyclopropylpyridazin-3-amine

生成物 1

HCID 89876238HCID 89876238、化合物収率 34.4%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

To a solution of 6-cyclopropylpyridazin-3-amine (50 mg, 0.370 mmol) in pyridine (1 mL), stirred under nitrogen at room temperature, was added 4-((3,5-dimethylisoxazol-4-yl)methoxy)benzene-1-sulfonyl chloride (346 mg, 1.147 mmol). The reaction mixture was stirred at room temperature for 16 hours. The mixture was evaporated and purified by solid phase extraction (SPE) using an aminopropyl (NH2) cartridge with sequential solvents methanol then 2M ammonia/methanol. The appropriate fractions were combined and evaporated in vacuo to give the crude product. The crude was further purified by mass directed autoprep (formic acid modifier). The relevant fractions were removed under a stream of nitrogen to give the title product (51 mg). LCMS (2 min, formic) Rt 0.86 min, m/z (ES+) 401 (M+H).

後処理

  1. customThe mixture was evaporated
  2. custompurified by solid phase extraction (SPE)
  3. customevaporated in vacuo
  4. customto give the crude product
  5. customThe crude was further purified by mass
  6. customThe relevant fractions were removed under a stream of nitrogen

出典と根拠

ORDレコード
ord-73167d8722904e0988a61eade9fa6b80
出典データセット
uspto-grants-2016_01
特許番号
US09242972B2

反応ノート

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