Acetic Acid → HCID 57611951, compound

HRID 1919889Notes

Reaction equation

HRID 1919889 reaction equation
[CH:1]([C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][N:4]=1)=O.[C:13]([OH:16])(=O)C.[CH3:17][N:18]1[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1.[CH:24]1[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:27]=[CH:26][C:25]=1[N+:34]#[C-]>>[CH3:10][O:9][C:7](=[O:8])[C:6]1[CH:11]=[CH:12][C:3]([CH:1]([N:21]2[CH2:22][CH2:23][N:18]([CH3:17])[CH2:19][CH2:20]2)[C:13]([NH:34][C:25]2[CH:26]=[CH:27][C:28]3[C:33](=[CH:32][CH:31]=[CH:30][CH:29]=3)[CH:24]=2)=[O:16])=[N:4][CH:5]=1

Participants

5

Reactant 4

HCID 176Acetic AcidHCID 531671-MethylpiperazineHCID 586269Methyl 6-formylpyridine-3-carboxylateHCID 162174752-Isocyanonaphthalene

Product 1

HCID 57611951HCID 57611951, compound

Procedure

Methyl 6-formylnicotinate (50.0 mg, 0.303 mmol), acetic acid (19.0 μL, 0.333 mmol), N-methylpiperizine (40.4 μL, 0.364 mmol), and 2-napthylisocyanide (51.0 mg, 0.333 mmol) were dissolved in 100 μL of TFE. The solution was allowed to stir for 2 h then purified by reverse phase HPLC to give the desired product MS cal'd 419 (MH+), exp 419 (MH+).

Workup

  1. customthen purified by reverse phase HPLC

Sources & evidence

ORD record
ord-ad4796275bde4f24820539a3a1ba7954
Source dataset
uspto-grants-2012_05
Patent number
US08168658B2

Reaction notes

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