Chloro methylformate → N-(5-oxa-2-azabicyclo[2.2.1]heptan-4-ylmethyl)acetamide

HRID 1778549Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1778549
[NH2:1][CH2:2][C:3]12[CH2:9][CH:6]([CH2:7][O:8]1)[N:5](C(OC(C)(C)C)=O)[CH2:4]2.[CH3:17][C:18](OCl)=[O:19]>C(Cl)Cl>[CH:6]12[CH2:9][C:3]([CH2:2][NH:1][C:18](=[O:19])[CH3:17])([O:8][CH2:7]1)[CH2:4][NH:5]2

Komponenten

4

Edukt 2

HCID 12616564Chloro methylformateHCID 117698055Tert-butyl 1-(aminomethyl)-2-oxa-5-azabicyclo[2.2.1]heptane-5-carboxylate

Produkt 1

HCID 117697526N-(5-oxa-2-azabicyclo[2.2.1]heptan-4-ylmethyl)acetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of tert-butyl 4-(aminomethyl)-5-oxa-2-azabicyclo[2.2.1]heptane-2-carboxylate (Wuxi AppTec, CAS 1357351-98-4) (50 mg, 0.22 mmol), TEA (44.4 mg, 0.44 mmol) in DCM (2 mL) was added CH3CO2Cl (26 mg, 0.33 mmol) at 0° C. After 2 hours, the solvent was removed under reduced pressure. The residue was treated with TFA in DCM. After stirring for 2 hours at room temperature, the residue was used in next step without purification. MS: calc'd (MH+) 271, measured (MH+) 271.

Aufarbeitung

  1. customthe solvent was removed under reduced pressure
  2. additionThe residue was treated with TFA in DCM
  3. customthe residue was used in next step without purification

Quellen und Nachweise

ORD-Eintrag
ord-0b11a221fbb34f02b3d73926303c3ade
Quelldatensatz
uspto-grants-2016_02
Patentnummer
US09266904B2

Notizen zur Reaktion

Wird geladen…