Hydrazine hydrate (1:1) → HCID 117778413, compound

HRID 1503239Notes

Reaction equation

HRID 1503239 reaction equation
Cl[C:2]1[N:7]=[CH:6][C:5]([CH2:8][O:9][CH2:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]3[C:18]([C:23]#[N:24])=[CH:19][CH:20]=[CH:21][CH:22]=3)=[CH:13][CH:12]=2)=[CH:4][CH:3]=1.O.[NH2:26][NH2:27]>C(O)C>[NH:26]([C:2]1[N:7]=[CH:6][C:5]([CH2:8][O:9][CH2:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]3[C:18]([C:23]#[N:24])=[CH:19][CH:20]=[CH:21][CH:22]=3)=[CH:13][CH:12]=2)=[CH:4][CH:3]=1)[NH2:27]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 117778137HCID 117778137, compound

Product 1

HCID 117778413HCID 117778413, compoundYield 56%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4′-{[(6-Chloropyridin-3-yl)methoxy]methyl}biphenyl-2-carbonitrile (1.7 g) and hydrazine monohydrate (3 mL) were suspended in ethanol (8 mL), and the suspension was reacted at 150° C. for 2 hours using a microwave reaction apparatus (Biotage Ltd.). The reaction solution was concentrated under reduced pressure, and the obtained residue was then purified by NH-silica gel column chromatography (Moritex Corporation, elution solvent: ethyl acetate) to obtain the title compound (0.90 g) as a yellow oil (yield: 56%).

Workup

  1. customthe suspension was reacted at 150° C. for 2 hours
  2. customa microwave reaction apparatus (Biotage Ltd.)
  3. concentrationThe reaction solution was concentrated under reduced pressure
  4. customthe obtained residue was then purified by NH-silica gel column chromatography (Moritex Corporation, elution solvent: ethyl acetate)

Sources & evidence

ORD record
ord-5c2a035645b4494688bf8731faf35358
Source dataset
uspto-grants-2015_12
Patent number
US09212170B2

Reaction notes

Loading…