Reaktion #1257667

ord-a0905ff1db0c4976ada9a18def677341

Reaktionsgleichung

O=C(CCl)NCCc1ccc2c(c1)OCO2
N-(2-Benzo[1,3]dioxol-5-yl-ethyl)-2-chloro-acetamide
CN
methylamine
CNCC(=O)NCCc1ccc2c(c1)OCO2
N-(2-benzo[1,3]dioxol-5-yl-ethyl)-2-methylamino-acetamide
Ausbeute 68.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    EinengenAfter this time, the solution was concentrated down under N2 gas
  2. 2
    SonstigeThe crude material was purified by prep-LCMS

Vorschrift

N-(2-Benzo[1,3]dioxol-5-yl-ethyl)-2-chloro-acetamide (32 mg, 0.13 mmol) was dissolved in methylamine in anhydrous ethanol (33% by wt., 5 mL). The solution was allowed to stir at room temperature for 16 hours. After this time, the solution was concentrated down under N2 gas. The crude material was purified by prep-LCMS to afford 21 mg (68%) of N-(2-benzo[1,3]dioxol-5-yl-ethyl)-2-methylamino-acetamide. 1H-NMR (400 MHz, CD3OD) δ 6.73-6.65 (m, 3H), 5.89 (s, 2H), 3.46-3.39 (t, 2H), 3.31-3.29 (m, 2H), 2.74-2.70 (t, 2H), 2.35 (s, 3H).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07825256B2uspto-grants-2010_11