Acetonitrile → HCID 57618621, compound

HRID 553418Notes

Reaction equation

HRID 553418 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:10]2(N3CCCC3)[CH2:11][NH:12][CH2:13][CH2:14][CH:9]2[O:8][N:7]=1)=[O:5])[CH3:2].C(#N)C.ClCCl.F[C:27](F)(F)[C:28](O)=[O:29]>CS(C)=O.CC(N(C)C)=O.CN(C)C=O.C(Cl)(Cl)Cl>[CH2:1]([O:3][C:4]([C:6]1[C:10]2[CH2:11][N:12]([C:28](=[O:29])[CH3:27])[CH2:13][CH2:14][C:9]=2[O:8][N:7]=1)=[O:5])[CH3:2]

Participants

9

Reactant 4

HCID 6342AcetonitrileHCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 86761431Pyrrolidin-1-yl-3a,4,5,6,7,7a-hexahydro-isoxazolo[4,5-c]pyridine-3-carboxylic acid ethyl ester

Product 1

HCID 57618621HCID 57618621, compound

Reagents, catalysts & solvents 4

HCID 679Dimethyl SulfoxideSolventHCID 6212ChloroformSolventHCID 6228DimethylformamideSolventHCID 31374DimethylacetamideSolvent

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).

Workup

  1. customIn stage 3, 5-acetyl-7°
  2. temperaturewith refluxing

Sources & evidence

ORD record
ord-7df0b1446b174e3a9d63d49c8c88ace9
Source dataset
uspto-grants-2011_11
Patent number
US08048879B2

Reaction notes

Loading…