Potassium Carbonate → 6-[(3-Chloro-pyridin-4-ylmethyl)-amino]-pyridine-3-carbaldehyde

HRID 1024260Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1024260
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[CH2:8][NH:9][C:10]1[N:15]=[CH:14][C:13]([CH2:16][OH:17])=[CH:12][CH:11]=1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.C(=O)([O-])[O-].[K+].[K+]>O1CCCC1>[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[CH2:8][NH:9][C:10]1[N:15]=[CH:14][C:13]([CH:16]=[O:17])=[CH:12][CH:11]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 159087TriacetoxyperiodinaneHCID 576192366-[(3-Chloro-pyridin-4-ylmethyl)-amino]pyridin-3-yl-methanol

Produkt 1

HCID 576192126-[(3-Chloro-pyridin-4-ylmethyl)-amino]-pyridine-3-carbaldehydeAusbeute 91 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To 6-[(3-chloro-pyridin-4-ylmethyl)-amino]-pyridin-3-yl-methanol (556, 0.50 g, 2.00 mmol) in tetrahydrofuran (20.0 mL) was added Dess-Martin periodinane (1.02 g, 2.40 mmol). The reaction was stirred at room temperature for 10 minutes, then poured into aqueous potassium carbonate, and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated to give crude compound (557, 0.45 g, 91%) that was used in the next step without further purification.

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-2b6f7f14d29944aaad81440ae7d2c0cd
Quelldatensatz
uspto-grants-2014_05
Patentnummer
US08722702B2

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