Reaction #640600

ord-7df0b1446b174e3a9d63d49c8c88ace9

Reaction equation

CCOC(=O)C1=NOC2CCNCC12N1CCCC1
pyrrolidin-1-yl-3a,4,5,6,7,7a-hexahydro-isoxazolo[4,5-c]pyridine-3-carboxylic acid ethyl ester
ClCCl
dichloromethane
O=C(O)C(F)(F)F
trifluoroacetic acid
CC#N
acetonitrile
CCOC(=O)c1noc2c1CN(C(C)=O)CC2
5-acetyl-4,5,6,7-tetrahydro-isoxazolo[4,5-c]pyridine-3-carboxylic acid ethyl ester

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherIn stage 3, 5-acetyl-7°
  2. 2
    Temperaturewith refluxing

Procedure

In stage 3, 5-acetyl-7° a.-pyrrolidin-1-yl-3a,4,5,6,7,7a-hexahydro-isoxazolo[4,5-c]pyridine-3-carboxylic acid ethyl ester (B) is reacted in a reaction medium, preferably selected from the group consisting of acetonitrile, dichloromethane, chloroform, dimethylformamide, dimethylacetamide, dimethyl sulfoxide and corresponding mixtures, in the presence of an organic acid, preferably in the presence of trifluoroacetic acid, with refluxing to yield the compound 5-acetyl-4,5,6,7-tetrahydro-isoxazolo[4,5-c]pyridine-3-carboxylic acid ethyl ester (C).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08048879B2uspto-grants-2011_11