1,2-Dichloroethane → 2-(4-Bromo-3,5-dimethyl-1H-pyrazol-1-yl)-1-(3-hydroxy-1-azetidinyl)ethanone

HRID 58066Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 58066
[Br:1][C:2]1[C:3]([CH3:12])=[N:4][N:5]([CH2:8][C:9]([OH:11])=O)[C:6]=1[CH3:7].[NH:13]1[CH2:16][CH:15]([OH:17])[CH2:14]1.C1C=CC2N(O)N=NC=2C=1.C(Cl)CCl.C(N(C(C)C)C(C)C)C>CN(C=O)C.CCOC(C)=O>[Br:1][C:2]1[C:3]([CH3:12])=[N:4][N:5]([CH2:8][C:9]([N:13]2[CH2:16][CH:15]([OH:17])[CH2:14]2)=[O:11])[C:6]=1[CH3:7]

Komponenten

8

Edukt 5

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 8196162-(4-bromo-3,5-dimethyl-1H-pyrazol-1-yl)acetic acidHCID 15142903-Hydroxyazetidine

Produkt 1

HCID 897829192-(4-Bromo-3,5-dimethyl-1H-pyrazol-1-yl)-1-(3-hydroxy-1-azetidinyl)ethanone

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To 2-(4-bromo-3,5-dimethyl-1H-pyrazol-1-yl)acetic acid (0.4 g, 1.716 mmol) in DMF (6 mL) were added azetidin-3-ol (0.151 g, 2.060 mmol), HOBt (0.301 g, 2.231 mmol), and EDC (0.461 g, 2.403 mmol), followed by N-ethyl-N-isopropylpropan-2-amine (1.495 mL, 8.58 mmol). The reaction mixture was stirred for 18 hours at room temperature. The crude reaction mixture was subsequently diluted with EtOAc, washed with brine, dried over Na2SO4, and concentrated to give the title compound, which was used without further purification.

Aufarbeitung

  1. customThe crude reaction mixture
  2. washwashed with brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-50b2cd0b08494a209af383aea6476a4e
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09434743B2

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