Water → HCID 117925704, Verbindung

HRID 594144

Reaktionsgleichung

Reaktionsgleichung von HRID 594144
[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.C(N(CC)CC)C.[CH3:27][C:28]1[CH:33]=[C:32]([CH3:34])[N:31]=[CH:30][C:29]=1[NH2:35].O>ClCCl>[CH3:1][C:2]1[C:6]([CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([S:15]([NH:35][C:29]3[CH:30]=[N:31][C:32]([CH3:34])=[CH:33][C:28]=3[CH3:27])(=[O:17])=[O:16])=[CH:11][CH:10]=2)=[C:5]([CH3:19])[O:4][N:3]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 8471TriethylamineHCID 70606694,6-Dimethylpyridin-3-amineHCID 16490702HCID 16490702, Verbindung

Produkt 1

HCID 117925704HCID 117925704, VerbindungAusbeute 97,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

4-{[(3,5-dimethyl-4-isoxazolyl)methyl]oxy}benzenesulfonyl chloride (247 mg, 0.819 mmol) was added to a solution of triethylamine (0.114 mL, 0.819 mmol) and 4,6-dimethyl-3-pyridinamine (100 mg, 0.819 mmol) in dichloromethane (1 mL). The mixture was heated at 70° C. for 2 hours. To the mixture was added water (5 mL) then the organic layer separated and purified by silica (Si) chromatography (100% ethyl acetate). The relevant fractions were combined and concentrated to give the title product (310 mg) as a yellow solid. LCMS (2 min, formic) Rt 0.63 mins, m/z (ES+) 388 (M+H).

Aufarbeitung

  1. customthe organic layer separated
  2. custompurified by silica (Si) chromatography (100% ethyl acetate)
  3. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-96c062883cc0451e927ad0e750dae28d
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09242972B2

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