Ethyl{3-[3-(4-cyanophenyl)-6-oxo-6h-pyridazin-1-ylmethyl]phenyl}carbamate → Ethyl{3-[3-(4-aminomethylphenyl)-6-oxo-6h-pyridazin-1-ylmethyl]phenyl}carbamate

HRID 383636Notes

Reaction equation

HRID 383636 reaction equation
[CH2:1]([O:3][C:4](=[O:28])[NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([CH2:12][N:13]2[C:18](=[O:19])[CH:17]=[CH:16][C:15]([C:20]3[CH:25]=[CH:24][C:23]([C:26]#[N:27])=[CH:22][CH:21]=3)=[N:14]2)[CH:7]=1)[CH3:2]>N.[Ni]>[CH2:1]([O:3][C:4](=[O:28])[NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([CH2:12][N:13]2[C:18](=[O:19])[CH:17]=[CH:16][C:15]([C:20]3[CH:21]=[CH:22][C:23]([CH2:26][NH2:27])=[CH:24][CH:25]=3)=[N:14]2)[CH:7]=1)[CH3:2]

Participants

4

Reactant 1

HCID 59406745Ethyl{3-[3-(4-cyanophenyl)-6-oxo-6h-pyridazin-1-ylmethyl]phenyl}carbamate

Product 1

HCID 59406699Ethyl{3-[3-(4-aminomethylphenyl)-6-oxo-6h-pyridazin-1-ylmethyl]phenyl}carbamate

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 222AmmoniaSolvent

Procedure

26 mmol of ethyl{3-[6-oxo-3-(4-cyanophenyl)-6H-pyridazin-1-ylmethyl]-phenyl}carbamate are dissolved in 300 ml of methanolic ammonia solution (10%), 4 g of Raney Ni are added, and the mixture is hydrogenated at room temperature for 16 h under a hydrogen atmosphere (5 bar). The catalyst is separated off, rinsed with methanol, and the filtrate is evaporated.

Workup

  1. customThe catalyst is separated off
  2. washrinsed with methanol
  3. customthe filtrate is evaporated

Sources & evidence

ORD record
ord-462b1582d16c4c04a98219049b4e765f
Source dataset
uspto-grants-2013_02
Patent number
US08367668B2

Reaction notes

Loading…