Lithium Hydroxide → 7-chloro-2-phenoxymethyl-6H-imidazo[1,2-c]pyrimidin-5-one

HRID 538222Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 538222
[OH-:1].[Li+].[Cl:3][C:4]1[N:9]=[C:8](SC)[N:7]2[CH:12]=[C:13]([CH2:15][O:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[N:14]=[C:6]2[CH:5]=1>O.C1COCC1.C(Cl)Cl>[Cl:3][C:4]1[NH:9][C:8](=[O:1])[N:7]2[CH:12]=[C:13]([CH2:15][O:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[N:14]=[C:6]2[CH:5]=1

Komponenten

6

Edukt 2

HCID 3939Lithium HydroxideHCID 866964987-Chloro-5-methylsulfanyl-2-phenoxymethyl-imidazo[1,2-c]pyrimidine

Produkt 1

HCID 1363786247-chloro-2-phenoxymethyl-6H-imidazo[1,2-c]pyrimidin-5-oneAusbeute 98,2 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

A solution of lithium hydroxide (66 mg, 2.75 mmol) in H2O (10 mL) was added to a solution of 7-chloro-5-methylsulfanyl-2-phenoxymethyl-imidazo[1,2-c]pyrimidine (0.70 g, 2.29 mmol) in THF (10 mL). The mixture was stirred at 50° C. for 4 hours and then diluted with DCM. The organic layer was separated, dried (Na2SO4), filtered and the solvents evaporated in vacuo to yield 7-chloro-2-phenoxymethyl-6H-imidazo[1,2-c]pyrimidin-5-one (0.62 g, 98% yield) as a white solid that was used in the next step without further purification.

Aufarbeitung

  1. customThe organic layer was separated
  2. dry with materialdried (Na2SO4)
  3. filtrationfiltered
  4. customthe solvents evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-8e0e01159a9e4dddb29aa7743b138b56
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08865725B2

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