HCID 86727105, compound → HCID 86727106, compound

HRID 2175920Notes

Reaction equation

HRID 2175920 reaction equation
[CH2:1]([C:5]([C:18]1N=C[C:21]([N+:24]([O-:26])=[O:25])=[CH:20][N:19]=1)([C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:6]([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:7])[CH2:2][C:3]#[CH:4]>[N+](C1C=CC=CC=1)([O-])=O>[N+:24]([C:21]1[CH:4]=[C:3]2[CH2:2][CH2:1][C:5]([C:13]([O:15][CH2:16][CH3:17])=[O:14])([C:6]([O:8][C:9]([CH3:10])([CH3:11])[CH3:12])=[O:7])[C:18]2=[N:19][CH:20]=1)([O-:26])=[O:25]

Participants

3

Reactant 1

HCID 86727105HCID 86727105, compound

Product 1

HCID 86727106HCID 86727106, compound

Reagents, catalysts & solvents 1

HCID 7416NitrobenzeneSolvent

Procedure

A solution of tert-butyl ethyl but-3-yn-1-yl(5-nitropyrimidin-2-yl)propanedioate (10.2 g, 28.1 mmol) in 100 mL of nitrobenzene was heated to 150° C. for 4 hours. Nitrobenzene was removed by vacuum and the residue was purified by column chromatography (Petroleum ether:EtOAc=10:1) to afford the title compound; MS m/z 337 (M+1)+.

Workup

  1. customNitrobenzene was removed by vacuum
  2. customthe residue was purified by column chromatography (Petroleum ether:EtOAc=10:1)

Sources & evidence

ORD record
ord-a71fab43b42c4a4a9f51776ab84f36f8
Source dataset
uspto-grants-2015_06
Patent number
US09062070B2

Reaction notes

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