Diethyl (1-cyanoethyl)phosphonate → (S)-N-{3-[4-(4-(1-cyanoethylidene)-piperidin-1-yl)-3-fluorophenyl]-2-oxo-oxazolidin-5-ylmethyl}-amine

HRID 750928Notes

Reaction equation

HRID 750928 reaction equation
O=[C:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][C:11]([N:14]3[CH2:18][C@H:17]([CH2:19][NH2:20])[O:16][C:15]3=[O:21])=[CH:10][C:9]=2[F:22])[CH2:4][CH2:3]1.C(OP([CH:31]([C:33]#[N:34])[CH3:32])(=O)OCC)C>>[C:33]([C:31](=[C:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][C:11]([N:14]3[CH2:18][C@H:17]([CH2:19][NH2:20])[O:16][C:15]3=[O:21])=[CH:10][C:9]=2[F:22])[CH2:4][CH2:3]1)[CH3:32])#[N:34]

Participants

3

Reactant 2

HCID 282103Diethyl (1-cyanoethyl)phosphonateHCID 69315308(S)-{3-[4-(4-oxo-piperidin-1-yl)-3-fluorophenyl]-2-oxo-oxazolidin-5-ylmethyl}-amine

Product 1

HCID 69315435(S)-N-{3-[4-(4-(1-cyanoethylidene)-piperidin-1-yl)-3-fluorophenyl]-2-oxo-oxazolidin-5-ylmethyl}-amineYield 74%

Procedure

The compound was prepared by following the procedure of Example-1 and by using (S)-{3-[4-(4-oxo-piperidin-1-yl)-3-fluorophenyl]-2-oxo-oxazolidin-5-ylmethyl}-amine and diethyl-(1-cyanoethyl)-phosphonate in 74% yield.

Workup

  1. customThe compound was prepared

Sources & evidence

ORD record
ord-6f684710c0a748bfb0eae79346601052
Source dataset
uspto-grants-2008_07
Patent number
US07405228B2

Reaction notes

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