Ethyl orthoformate → Pyrido[4,3-d]pyrimidin-4(3H)-one, 7-chloro-

HRID 1050348Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1050348
[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[CH:4][C:3]=1[C:9]([NH2:11])=[O:10].[CH2:12](OC(OCC)OCC)C>C(OCC)C>[Cl:8][C:6]1[N:5]=[CH:4][C:3]2[C:9](=[O:10])[NH:11][CH:12]=[N:1][C:2]=2[CH:7]=1

Komponenten

4

Edukt 2

HCID 31214Ethyl orthoformateHCID 1185985571279815-28-9

Produkt 1

HCID 136980669Pyrido[4,3-d]pyrimidin-4(3H)-one, 7-chloro-

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Reaktionsbedingungen

Temperatur
140 °C

Versuchsvorschrift

4-Amino-6-chloro-pyridine-3-carboxamide (2, 4.5 g, 26.23 mmol) was added to a pressure tube and triethylorthoformate (30 mL) was added. The reaction vessel was sealed and heated to 140° C. for 11 h. After the cyclization was complete, the reaction mixture was concentrated under reduced pressure, and to the solid obtained was added diethyl ether. The solid was filtered, washed with diethyl ether and dried in vacuum to afford 7-chloro-3H-pyrido[4,3-d]pyrimidin-4-one (3) as brown solid. MS (ESI) m/z 181.90 [M+1]+.

Aufarbeitung

  1. customThe reaction vessel was sealed
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. customto the solid obtained
  4. filtrationThe solid was filtered
  5. washwashed with diethyl ether
  6. customdried in vacuum

Quellen und Nachweise

ORD-Eintrag
ord-07f6b7946eda4e4398127e5ff5b53256
Quelldatensatz
uspto-grants-2016_07
Patentnummer
US09382248B2

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