Tetrahydrofuran → HCID 24885422, compound

HRID 1026655Notes

Reaction equation

HRID 1026655 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, (5)-{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-59478aa3355940bf87722f7da2bed9c8
Source dataset
uspto-grants-2014_05
Patent number
US08729269B2

Reaction notes

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