Sodium Carbonate → Ethyl 2-(2-(6-cyclopropylpyridin-3-yl)phenylthio)-2-methylpropanoate

HRID 1503094Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1503094
Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8][C:9]([CH3:14])([CH3:13])[C:10]([O-:12])=[O:11].[CH:15]1([C:18]2[N:23]=[CH:22][C:21](B(O)O)=[CH:20][CH:19]=2)[CH2:17][CH2:16]1.C(=O)([O-])[O-].[Na+].[Na+].O1CCO[CH2:35][CH2:34]1>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH:15]1([C:18]2[N:23]=[CH:22][C:21]([C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=3[S:8][C:9]([CH3:14])([CH3:13])[C:10]([O:12][CH2:34][CH3:35])=[O:11])=[CH:20][CH:19]=2)[CH2:17][CH2:16]1

Komponenten

6

Edukt 4

HCID 10340Sodium CarbonateHCID 312751,4-DioxaneHCID 422050782-(2-Bromophenylthio)-2-methylpropanoateHCID 53338917(6-Cyclopropylpyridin-3-yl)boronic acid

Produkt 1

HCID 54764233Ethyl 2-(2-(6-cyclopropylpyridin-3-yl)phenylthio)-2-methylpropanoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 178418397HCID 178418397, VerbindungKatalysator

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A mixture of 2-(2-bromophenylthio)-2-methylpropanoate (1 eq), 6-cyclopropylpyridin-3-ylboronic acid (1 eq), aqueous sodium carbonate solution (2 M, 4 eq), and Pd(PPh3)4 (0.05 eq) in dioxane is degassed. The mixture is sealed, heated at 80° C., washed with water, extracted with ethyl acetate, dried (MgSO4), concentrated and purified by chromatography.

Aufarbeitung

  1. customis degassed
  2. customThe mixture is sealed
  3. washwashed with water
  4. extractionextracted with ethyl acetate
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated
  7. custompurified by chromatography

Quellen und Nachweise

ORD-Eintrag
ord-3d4bb93312c04d8f83f445f70242ea35
Quelldatensatz
uspto-grants-2015_12
Patentnummer
US09212135B2

Notizen zur Reaktion

Wird geladen…