Water → HCID 17830029, compound

HRID 1359402Notes

Reaction equation

HRID 1359402 reaction equation
[C:1](OC(=O)C)(=[O:3])[CH3:2].[OH:8][CH:9]([C:16]1[CH:17]=[C:18]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[N:19]=[N:20][C:21]=1[O:22][CH3:23])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C(N(CC)CC)C.O>CN(C)C1C=CN=CC=1.ClCCl>[C:1]([O:8][CH:9]([C:16]1[CH:17]=[C:18]([C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)[N:19]=[N:20][C:21]=1[O:22][CH3:23])[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)(=[O:3])[CH3:2]

Participants

7

Reactant 4

HCID 962WaterHCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 18182388HCID 18182388, compound

Product 1

HCID 17830029HCID 17830029, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

5.0 ml of acetic acid anhydride was slowly added dropwise into a solution of 1.39 g of 5-(α-hydroxybenzyl)-3-phenyl-6-methoxypyridazine, 174 mg of 4-dimethylaminopyridine and 1.0 ml of triethylamine in 10 ml of dichloromethane under ice-cooling. After stirring at room temperature for one hour, water was added to the reaction solution. After extracting with dichloromethane, the organic phase was washed with brine. After removing the solvent, the residue was subjected to NH-silica gel (Fuji Silicia) and eluted with ethyl acetate, to give 1.58 g of the target compound.

Workup

  1. temperaturecooling
  2. extractionAfter extracting with dichloromethane
  3. washthe organic phase was washed with brine
  4. customAfter removing the solvent
  5. washeluted with ethyl acetate

Sources & evidence

ORD record
ord-4e8a77f7219c4cdeb37609e486e64ffa
Source dataset
uspto-grants-2003_07
Patent number
US06599917B1

Reaction notes

Loading…