Hydrochloric Acid → Erlotinib hydrochloride

HRID 404535

Reaktionsgleichung

Reaktionsgleichung von HRID 404535
[CH3:1][O:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[C:10]2[C:12]([NH:16][C:17]3[CH:22]=[C:21]([C:23]#[CH:24])[CH:20]=[CH:19][CH:18]=3)=[N:13][CH:14]=[N:15][C:9]2=[CH:8][C:7]=1[O:25][CH2:26][CH2:27][O:28][CH3:29].[ClH:30]>C(Cl)Cl>[CH3:1][O:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[C:10]2[C:12]([NH:16][C:17]3[CH:18]=[CH:19][CH:20]=[C:21]([C:23]#[CH:24])[CH:22]=3)=[N:13][CH:14]=[N:15][C:9]2=[CH:8][C:7]=1[O:25][CH2:26][CH2:27][O:28][CH3:29].[ClH:30]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 176870Erlotinib2×

Produkt 1

HCID 176871Erlotinib hydrochlorideAusbeute 90,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Into a 3 Lt. four necked round-bottomed flask provided with a mechanical stirrer, thermometer socket, reflux condenser etc., are charged 2400 mL of methylene chloride, followed by 120 g of Erlotinib base (Prepared according to the process given in Example-(1) of PCT International Publication No. WO 2007/060691) under stirring. The reaction mass is slightly warmed up to 37±1° C., so that the Erlotinib base completely dissolves in the solvent. Then carbon treatment is given and the filtrate is transferred to 5 Lt. three necked round bottomed flask, provided with a mechanical stirrer and other accessories. To this filtrate, isopronolic HCl (HCl content as 100% is 13.90 g) is added in one lot at 30-35° C. and then the reaction mass is refluxed for about 3 hrs. Afterwards, the reaction mass is cooled to room temperature and filtered. The product is washed with methylene chloride and the wet cake is dried to get 119 g of Erlotinib hydrochloride as a white crystalline powder.

Aufarbeitung

  1. customfour necked round-bottomed flask provided with a mechanical stirrer
  2. temperaturethermometer socket, reflux condenser etc.
  3. customPrepared
  4. dissolutioncompletely dissolves in the solvent
  5. customthree necked round bottomed flask, provided with a mechanical stirrer
  6. temperaturethe reaction mass is refluxed for about 3 hrs
  7. filtrationfiltered
  8. washThe product is washed with methylene chloride
  9. customthe wet cake is dried

Quellen und Nachweise

ORD-Eintrag
ord-eba6c46d3da34e9cab8468e49ba6e5f0
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08748602B2

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