Triethylamine → HCID 12391774, compound

HRID 1359403Notes

Reaction equation

HRID 1359403 reaction equation
C(O[CH:5]([C:12]1[CH:13]=[C:14]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[N:15]=[N:16][C:17]=1[O:18][CH3:19])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)(=O)C.C(N(CC)CC)C.[H][H]>[C].[Pd].C(O)C>[C:20]1([C:14]2[N:15]=[N:16][C:17]([O:18][CH3:19])=[C:12]([CH2:5][C:6]3[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=3)[CH:13]=2)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 17830029HCID 17830029, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 12391774HCID 12391774, compoundYield 100.3%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

600 mg of 10% palladium carbon was added to a mixture of 1.58 g of 5-(α-acetoxybenzyl)-3-phenyl-6-methoxypyridazine, 2.0 ml of triethylamine and 10 ml of ethanol, and the mixture was subjected to hydrocracking in a hydrogen atmosphere. The catalyst was filtered off, and the solvent was removed. Then, the residue was subjected to NH-silica gel (Fuji Silicia) and eluted with ethyl acetate, to give 1.31 g of the target compound.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent was removed
  3. washeluted with ethyl acetate

Sources & evidence

ORD record
ord-f26b4599b12f4eedb7d2078b7272d754
Source dataset
uspto-grants-2003_07
Patent number
US06599917B1

Reaction notes

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