HCID 69309249, compound → HCID 69308744, compound

HRID 860450Notes

Reaction equation

HRID 860450 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([C:9]2[C:10]3[N:11]([C:28]([CH2:31][CH3:32])=[CH:29][CH:30]=3)[N:12]=[C:13]([C:19]([O:21]CC[Si](C)(C)C)=[O:20])[C:14]=2[S:15]([CH3:18])(=[O:17])=[O:16])[CH:6]=[CH:7][CH:8]=1)#[N:2]>FC(F)(F)C(O)=O>[C:1]([C:3]1[CH:4]=[C:5]([C:9]2[C:10]3[N:11]([C:28]([CH2:31][CH3:32])=[CH:29][CH:30]=3)[N:12]=[C:13]([C:19]([OH:21])=[O:20])[C:14]=2[S:15]([CH3:18])(=[O:17])=[O:16])[CH:6]=[CH:7][CH:8]=1)#[N:2]

Participants

3

Reactant 1

HCID 69309249HCID 69309249, compound

Product 1

HCID 69308744HCID 69308744, compoundYield 88.2%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 2-(trimethylsilyl)ethyl 4-(3-cyanophenyl)-7-ethyl-3-(methylsulfonyl)pyrrolo[1,2-b]pyridazine-2-carboxylate (1.09) in trifluoroacetic acid (5 mL) was stirred for 1.5 hours under an ice-bath. The reaction was quenched by adding water (20 mL). An yellow crystal was formed upon the addition, which was collected by filtration. The crystal was washed with water (5 mL) and hexane (3 mL) to give 4-(3-cyanophenyl)-7-ethyl-3-(methylsulfonyl)pyrrolo[1,2-b]pyridazine-2-carboxylic acid as an yellow crystal (756 mg, 88.2%).

Workup

  1. customThe reaction was quenched
  2. additionby adding water (20 mL)
  3. customAn yellow crystal was formed upon the addition, which
  4. filtrationwas collected by filtration
  5. washThe crystal was washed with water (5 mL) and hexane (3 mL)

Sources & evidence

ORD record
ord-e46d1caa788a474db4284863859b49d9
Source dataset
uspto-grants-2006_12
Patent number
US07153854B2

Reaction notes

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