HCID 69311379, compound → HCID 69309306, compound

HRID 2250618Notes

Reaction equation

HRID 2250618 reaction equation
[CH2:1]([O:3][C:4](=[O:37])[CH2:5][CH2:6][CH2:7][CH2:8][C:9]1[C:14]([CH3:15])=[N:13][N:12]2[C:16]([CH2:19][CH3:20])=[CH:17][CH:18]=[C:11]2[C:10]=1[C:21]1[CH:22]=[N:23][CH:24]=[C:25]([CH:36]=1)[C:26]([O:28]CC1C=CC=CC=1)=[O:27])[CH3:2].[H][H]>[Pd].CO>[CH2:1]([O:3][C:4](=[O:37])[CH2:5][CH2:6][CH2:7][CH2:8][C:9]1[C:14]([CH3:15])=[N:13][N:12]2[C:16]([CH2:19][CH3:20])=[CH:17][CH:18]=[C:11]2[C:10]=1[C:21]1[CH:22]=[N:23][CH:24]=[C:25]([CH:36]=1)[C:26]([OH:28])=[O:27])[CH3:2]

Participants

5

Reactant 2

HCID 69311379HCID 69311379, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 69309306HCID 69309306, compoundYield 100.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of benzyl 5-[3-(5-ethoxy-5-oxopentyl)-7-ethyl-2-methylpyrrolo[1,2-b]pyridazin-4-yl]nicotinate (330 mg) and 10% palladium on carbon (33 mg) in methanol (10 mL) was stirred under 4 atm hydrogen atmosphere at ambient temperature for 2 hours. The catalysts were filtered off and washed with chloroform. The filtrates were evaporated in vacuo to give 5-[3-(5-ethoxy-5-oxopentyl)-7-ethyl-2-methylpyrrolo[1,2-b]pyridazin-4-yl]nicotinic acid as yellow oil (272 mg).

Workup

  1. filtrationThe catalysts were filtered off
  2. washwashed with chloroform
  3. customThe filtrates were evaporated in vacuo

Sources & evidence

ORD record
ord-9b607f9264e14855b35c8dea6c591a79
Source dataset
uspto-grants-2008_01
Patent number
US07317009B2

Reaction notes

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