Ethanol → HCID 13987723, compound

HRID 2231686Notes

Reaction equation

HRID 2231686 reaction equation
Cl[C:2]1[C:3](=[O:30])[N:4]([CH:27]([CH3:29])[CH3:28])[N:5]=[CH:6][C:7]=1[NH:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:15][C:14]=1[CH2:24][CH2:25][CH3:26].C(O)C>[C].[Pd].C(N(CC)CC)C>[CH2:24]([C:14]1[CH:15]=[C:16]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH:17]=[CH:18][C:13]=1[O:12][CH2:11][CH2:10][CH2:9][NH:8][C:7]1[CH:6]=[N:5][N:4]([CH:27]([CH3:28])[CH3:29])[C:3](=[O:30])[CH:2]=1)[CH2:25][CH3:26]

Participants

5

Reactant 2

HCID 702EthanolHCID 13987724HCID 13987724, compound

Product 1

HCID 13987723HCID 13987723, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8471TriethylamineSolvent

Procedure

A mixture comprising 0.82 g of 4-chloro-5-[3-(2-n-propyl-4-ethoxycarbonylphenoxy)propylamino]-2-i-propyl-3(2H)pyridazinone (Compound No. 64), 50 ml of ethanol, 1.5 ml of triethylamine and 150 mg of 5% palladium-carbon was subjected to hydrogenation under stirring at a temperature of from 40° to 50° C. for 3 hours. The reaction mixture was filtered, and the filtrate was concentrated. The crude crystals thereby obtained were recrystallized from ethyl ether to obtain 0.58 g of the above identified compound as colorless crystals having a melting point of from 111° to 116° C.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated
  3. customThe crude crystals thereby obtained
  4. customwere recrystallized from ethyl ether
  5. customto obtain 0.58 g of the
  6. customof from 111° to 116° C.

Sources & evidence

ORD record
ord-ed7a6c3d99bf4a01a297b1393e449918
Source dataset
uspto-grants-1988_11
Patent number
US04783462

Reaction notes

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