HCID 54177412, compound → HCID 67734520, compound

HRID 1733935Notes

Reaction equation

HRID 1733935 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:13][CH:12]([CH2:14][N:15]3[CH2:20][CH2:19][C:18](OS(C)(=O)=O)([CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH2:17][CH2:16]3)[O:11][C:10]2=[O:32])=[CH:5][CH:4]=1)#[N:2].CS(Cl)(=O)=O.[N:38]1C=CC=CC=1>N.C(O)C.C1COCC1>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:13][CH:12]([CH2:14][N:15]3[CH2:20][CH2:19][C:18]([NH2:38])([CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH2:17][CH2:16]3)[O:11][C:10]2=[O:32])=[CH:5][CH:4]=1)#[N:2]

Participants

6

Reactant 2

HCID 54177412HCID 54177412, compoundHCID 85722021HCID 85722021, compound

Product 1

HCID 67734520HCID 67734520, compound

Reagents, catalysts & solvents 3

HCID 222AmmoniaSolventHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

1 g of ethyl 1-(3-(4-cyanophenyl)-2-oxo-5-oxazolidinylmethyl)-4-methanesulfonyloxypiperidine-4-acetate (obtainable from the 4-hydroxy compound (see Example 13) with methanesulfonyl chloride/pyridine) is dissolved in a 2% NH3 solution in 10 ml of a 1:1 mixture of ethanol and THF, and the solution is left to stand at 20° for 2 hours. The solution is concentrated by evaporation and subjected to conventional work-up to give ethyl 1-(3-(4-cyanophenyl)-2-oxo-5-oxazolidinylmethyl)-4-aminopiperidine-4-acetate, FAB 387.

Workup

  1. waitthe solution is left
  2. concentrationThe solution is concentrated by evaporation

Sources & evidence

ORD record
ord-45358369e5474b48988130640b0eebc1
Source dataset
uspto-grants-1996_07
Patent number
US05532255

Reaction notes

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