Trifluoroacetic acid → HCID 19439162, compound

HRID 1733930Notes

Reaction equation

HRID 1733930 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH:15]2[O:19][C:18](=[O:20])[N:17]([C:21]3[CH:26]=[CH:25][C:24]([C:27]#[N:28])=[CH:23][CH:22]=3)[CH2:16]2)[CH2:10][CH:9]1[C:29]([O:31][CH2:32][CH3:33])=[O:30])=O)(C)(C)C.C(C1C=CC(N2CC(CBr)OC2=O)=CC=1)#N.C(OC(N1CCNCC1C(OCC)=O)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[C:27]([C:24]1[CH:25]=[CH:26][C:21]([N:17]2[CH2:16][CH:15]([CH2:14][N:11]3[CH2:12][CH2:13][NH:8][CH:9]([C:29]([O:31][CH2:32][CH3:33])=[O:30])[CH2:10]3)[O:19][C:18]2=[O:20])=[CH:22][CH:23]=1)#[N:28]

Participants

6

Reactant 4

HCID 6422Trifluoroacetic acidHCID 10967168HCID 10967168, compoundHCID 19439122HCID 19439122, compoundHCID 54544340HCID 54544340, compound

Product 1

HCID 19439162HCID 19439162, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 1 g of ethyl 1-tert-butoxycarbonyl-4-(3-(4-cyanophenyl)-2-oxo-5-oxazolidinylmethyl)piperazine-2-carboxylate (obtainable by reacting 3-(4-cyanophenyl)-5-bromomethyl-2-oxazolidinone with ethyl 1-tert-butoxycarbonylpiperazine-2-carboxylate in accordance with the method described in Example 3) in 12 ml of dichloromethane and 12 ml of trifluoroacetic acid is left to stand at 20° for 1 h. and then concentrated by evaporation. Ethyl 1-(3-(4-cyanophenyl)-2-oxo-5-oxazolidinylmethyl)piperazine-3-carboxylate is obtained, FAB 359.

Workup

  1. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-5453cd3c82b44ffcb76fee8890ecea2f
Source dataset
uspto-grants-1996_07
Patent number
US05532255

Reaction notes

Loading…