Dimethyl Ether → HCID 178488689, Verbindung

HRID 1296945Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1296945
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:13]([CH3:14])=[N:12][N:11](COCC[Si](C)(C)C)[C:10]=2[C:23]2[CH:24]=[N:25][C:26]([NH2:29])=[N:27][CH:28]=2)=[CH:5][CH:4]=1.B(Cl)(Cl)Cl.COC.C([O-])(O)=O.[Na+]>ClCCl>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:13]([CH3:14])=[N:12][NH:11][C:10]=2[C:23]2[CH:28]=[N:27][C:26]([NH2:29])=[N:25][CH:24]=2)=[CH:5][CH:4]=1

Komponenten

6

Edukt 4

HCID 8254Dimethyl EtherHCID 25135Boron TrichlorideHCID 516892Sodium BicarbonateHCID 58913495HCID 58913495, Verbindung

Produkt 1

HCID 178488689HCID 178488689, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

5-[4-(4-Methoxy-phenyl)-5-methyl-2-(2-trimethylsilanyl-ethoxymethyl)-2H-pyrazol-3-yl]-pyrimidin-2-ylamine was dissolved in anhydrous dichloromethane under nitrogen. 2M borontrichloride.dimethylether in dichloromethane (7 eq) was added dropwise, and all was stirred for 2 hours. The reaction mixture was added dropwise to sat. NaHCO3(aq) and extracted into dichloromethane. The organic phase was dried over MgSO4, filtered and concentrated in vacuo. The residue was purified by preparative LC/MS to give 5-[4-(4-methoxy-phenyl)-5-methyl-2H-pyrazol-3-yl]-pyrimidin-2-ylamine as a solid.

Aufarbeitung

  1. extractionextracted into dichloromethane
  2. dry with materialThe organic phase was dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by preparative LC/MS

Quellen und Nachweise

ORD-Eintrag
ord-455d484964a3435bb8ae951d7731bec7
Quelldatensatz
uspto-grants-2007_07
Patentnummer
US07247734B2

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