Reaktion #493086

ord-0cdd30ebb1f94ec2b3020b3514a1e0bd

Reaktionsgleichung

Clc1nc(Cl)c2c(n1)CCS2
2,4-dichloro-6,7-dihydrothieno[3,2-d]pyrimidin
CCN(C(C)C)C(C)C
diisopropylethylamine
CC(C)[C@@H](N)CO
(R)-(−)-2-amino-3-methyl-1-butanol
CC(C)[C@H](CO)Nc1nc(Cl)nc2c1SCC2
(R)-2-(2-chloro-6,7-dihydrothieno[3,2-d]pyrimidin-4-ylamino)-3-methylbutan-1-ol

Lösungsmittel

Reaktionsbedingungen

Temperatur
100°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeno further reaction
  2. 2
    Temperaturcooled
  3. 3
    Sonstigeevaporated down
  4. 4
    workup.ADDITIONThe residue is treated with petroleum ether/ethyl acetate (9:1) in the ultrasound bath
  5. 5
    Filtrationfiltered
  6. 6
    Sonstigedried
  7. 7
    Sonstige8.3 g (III-1) are obtained as a solid

Vorschrift

7.2 g of 2,4-dichloro-6,7-dihydrothieno[3,2-d]pyrimidin (II) are in 36 ml dioxane placed, and then first 18 ml diisopropylethylamine, then 6.1 g (R)-(−)-2-amino-3-methyl-1-butanol are added. The reaction mixture is heated to 100° C., until there is no further reaction and cooled, then evaporated down. The residue is treated with petroleum ether/ethyl acetate (9:1) in the ultrasound bath and the solid is suction filtered and dried. 8.3 g (III-1) are obtained as a solid. Analytical HPLC (method A): RT=2.75 min

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08754073B2uspto-grants-2014_06