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

HRID 594145Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 594145
[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

Komponenten

4

Edukt 2

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

Produkt 1

HCID 89876238HCID 89876238, VerbindungAusbeute 34,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

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).

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-73167d8722904e0988a61eade9fa6b80
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09242972B2

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