Reaktion #2463269

ord-e46baa9f00e04911bf0891e11b205835

Reaktionsgleichung

Cl
HCl
CCOC(=O)/C=C/c1cnc(N[C@@H]2CCN(Cc3cccc(OC)c3)C2)cn1
ethyl (2E)-3-(5-{[(3R)-1-(3-methoxybenzyl)-3-pyrrolidinyl]amino}-2-pyrazinyl)acrylate
[Na+].[OH-]
NaOH
→
COc1cccc(CN2CC[C@@H](Nc3cnc(/C=C/C(=O)O)cn3)C2)c1
(2E)-3-(5-{[(3R)-1-(3-methoxybenzyl)-3-pyrrolidinyl]amino}-2-pyrazinyl)acrylic acid

Edukte

Cl
HCl
CCOC(=O)/C=C/c1cnc(N[C@@H]2CCN(Cc3cccc(OC)c3)C2)cn1
ethyl (2E)-3-(5-{[(3R)-1-(3-methoxybenzyl)-3-pyrrolidinyl]amino}-2-pyrazinyl)acrylate
[Na+].[OH-]
NaOH

Reagenzien

Keine

Lösungsmittel

CO
methanol

Reaktionsbedingungen

Temperatur
55°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeevaporated in vacuo

Vorschrift

To a solution of ethyl (2E)-3-(5-{[(3R)-1-(3-methoxybenzyl)-3-pyrrolidinyl]amino}-2-pyrazinyl)acrylate (362 mg) in methanol (2.9 mL) was added 1N NaOH aq. (947 uL), which was stirred at 55° C. for 45 minutes. The reaction mixture was added 1N HCl aq. (947 uL), and evaporated in vacuo to give (2E)-3-(5-{[(3R)-1-(3-methoxybenzyl)-3-pyrrolidinyl]amino}-2-pyrazinyl)acrylic acid, which was used in the next step without further purification.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07465731B2uspto-grants-2008_12