Potassium tert-butoxide → HCID 178430935, compound

HRID 878578Notes

Reaction equation

HRID 878578 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][N:6]=[C:5]([NH:9][NH:10]/[CH:11]=[C:12](\[CH3:18])/[C:13](OCC)=[O:14])[CH:4]=1)#[N:2].CC([O-])(C)C.[K+]>C(O)C>[OH:14][C:13]1[N:9]([C:5]2[CH:4]=[C:3]([C:1]#[N:2])[CH:8]=[CH:7][N:6]=2)[N:10]=[CH:11][C:12]=1[CH3:18]

Participants

4

Reactant 2

HCID 23665647Potassium tert-butoxideHCID 86725544HCID 86725544, compound

Product 1

HCID 178430935HCID 178430935, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a cooled mixture of ethyl(E)-3-[2-(4-cyanopyridin-2-yl)hydrazinyl]-2-methylprop-2-enoate (415 mg, 1.69 mmol) in ethanol (18 mL) was added t-BuOK (568 mg, 5.06 mmol) slowly. After that, the mixture was stirred overnight, filtered, the solid was acidified with HCl (1N), filtered, collected the solid and dried to give 250 mg of the title compound (74%). 1H NMR (400 MHz, CDCl3): δ 1.93 (3H, s), 7.55 (1H, dd, J=1.2 Hz, J=4.8 Hz), 7.64 (1H, s), 8.64 (1H, d, J=4.8 Hz), 8.72 (1H, s). [M+H] Calc'd for C10H8N4O, 201; Found, 201.

Workup

  1. filtrationfiltered
  2. filtrationfiltered
  3. customcollected the solid
  4. customdried

Sources & evidence

ORD record
ord-609c4b6cfa0748bfba7f36c8c0bf03cd
Source dataset
uspto-grants-2015_03
Patent number
US08987461B2

Reaction notes

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