Ethanol → HCID 117770620, compound

HRID 1526398Notes

Reaction equation

HRID 1526398 reaction equation
CO[C:3]1[C:8]([C:9]2[CH:13]=[CH:12][N:11]([CH3:14])[N:10]=2)=[CH:7][N:6]([C:15]2[C:20]([C:21]#[N:22])=[CH:19][CH:18]=[CH:17][N:16]=2)[C:5](=O)[C:4]=1[C:24]#[N:25].[OH2:26].[NH2:27][NH2:28].C(O)C>O1CCCC1>[NH2:25][C:24]1[C:4]2[C:5](=[O:26])[N:6]([C:15]3[N:16]=[CH:17][CH:18]=[CH:19][C:20]=3[C:21]#[N:22])[CH:7]=[C:8]([C:9]3[CH:13]=[CH:12][N:11]([CH3:14])[N:10]=3)[C:3]=2[NH:28][N:27]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 24654Hydrazine hydrate (1:1)HCID 117770781HCID 117770781, compound

Product 1

HCID 117770620HCID 117770620, compoundYield 57.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 4-methoxy-5-(1-methyl-1H-pyrazol-3-yl)-2-oxo-2H-[1,2′-bipyridine]-3,3′-dicarbonitrile obtained in Step E (0.12 g), hydrazine monohydrate (0.087 g), ethanol (10 mL) and tetrahydrofuran (5 mL) was stirred at 60° C. for 2 hr. The solvent was evaporated under reduced pressure, to the residue was added a mixed solvent (5 mL) of ethanol/ethyl acetate=1/1, and the mixture was stirred for 15 min. The precipitate was collected by filtration to give the title compound (0.069 g).

Workup

  1. customThe solvent was evaporated under reduced pressure, to the residue
  2. additionwas added a mixed solvent (5 mL) of ethanol/ethyl acetate=1/1
  3. stirringthe mixture was stirred for 15 min
  4. filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record
ord-b489de8fe80642e892378a8d0f581c55
Source dataset
uspto-grants-2015_07
Patent number
US09085578B2

Reaction notes

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