Reaktion #50660

ord-8fd5ec9c725944059055e530d5faebcd

Reaktionsgleichung

II
I2
CC(C)(C)N(C(=O)[O-])C1(C(=O)Nn2cccc2)CC1
1,1-dimethylethyl-[1-[(1H-pyrrol-1-ylamino)carbonyl]cyclopropyl]carbamate
Cl
HCl
CCCCCC.CCOC(C)=O
EtOAc hexane
→
Cl.NC1(C(=O)Nn2cccc2)CC1
product
Cl.NC1(C(=O)Nn2cccc2)CC1
1-Amino-N-1H-pyrrol-1-ylcyclopropanecarboxamide Hydrochloride

Edukte

II
I2
CC(C)(C)N(C(=O)[O-])C1(C(=O)Nn2cccc2)CC1
1,1-dimethylethyl-[1-[(1H-pyrrol-1-ylamino)carbonyl]cyclopropyl]carbamate
Cl
HCl
CCCCCC.CCOC(C)=O
EtOAc hexane

Reagenzien

Keine

Lösungsmittel

CC(C)O.CCOC(C)=O
ethyl acetate isopropanol

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    FiltrationThe solid product was filtered under nitrogen
  2. 2
    Sonstigerecrystallized from ether/ethanol

Vorschrift

To a stirred solution consisting of 1,1-dimethylethyl-[1-[(1H-pyrrol-1-ylamino)carbonyl]cyclopropyl]carbamate (3.18 g) in ethyl acetate/isopropanol (70 ml) was added excess ethereal HCl. After stirring for 48 hours at room temperature, the reaction appeared complete by thin layer chromatography (TLC) (silica gel, 30% EtOAc/hexane, I2 stain). The solid product was filtered under nitrogen and recrystallized from ether/ethanol to afford 1.20 g of the product as a solid, m.p. 238°-240° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05428053uspto-grants-1995_06