Potassium tert-butoxide → HCID 178430935, compound

HRID 514421Notes

Reaction equation

HRID 514421 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-6f37f155662d4e09bb478b8ce341d638
Source dataset
uspto-grants-2015_08
Patent number
US09107916B2

Reaction notes

Loading…