Tetrahydrofuran → HCID 24885422, compound

HRID 2247002Notes

Reaction equation

HRID 2247002 reaction equation
[CH2:1]([N:3](CC)CC)[CH3:2].[Br-].[Li+].C(OP([CH2:18][C:19]#[N:20])(=O)OCC)C.O=[C:22]1[CH2:27][CH2:26][N:25]([C:28]2[CH:33]=[CH:32][C:31]([N:34]3[CH2:38][C@H:37]([CH2:39]CC(N)=O)[O:36][C:35]3=[O:44])=[CH:30][CH:29]=2)[CH2:24][CH2:23]1.[O:45]1CCCC1>>[C:1]([CH:2]=[C:22]1[CH2:23][CH2:24][N:25]([C:28]2[CH:33]=[CH:32][C:31]([N:34]3[CH2:38][C@H:37]([CH2:39][NH:20][C:19](=[O:45])[CH3:18])[O:36][C:35]3=[O:44])=[CH:30][CH:29]=2)[CH2:26][CH2:27]1)#[N:3]

Participants

6

Reactant 5

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 75676Diethyl (cyanomethyl)phosphonateHCID 82050Lithium BromideHCID 68694918HCID 68694918, compound

Product 1

HCID 24885422HCID 24885422, compound

Procedure

The mixture of triethylamine (13.8 mmol), lithium bromide (8.2 mmol) and diethylcyanomethylphosphonate (7.2 mmol) in 25 ml tetrahydrofuran was stirred for 20 minutes at room temperature. To the suspension, (S)-{3-[4-(4-oxo-piperidin-1-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide (6.9 mmol) was added. The reaction mixture stirred for 5 hours.

Workup

  1. stirringThe reaction mixture stirred for 5 hours

Sources & evidence

ORD record
ord-306920643ca047859e22df0af2329142
Source dataset
uspto-grants-2010_03
Patent number
US07687627B2

Reaction notes

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