Oxalyl chloride → HCID 86597471, compound

HRID 860452Notes

Reaction equation

HRID 860452 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[C:9]3[N:10]([C:22]([CH2:25][CH3:26])=[CH:23][CH:24]=3)[N:11]=[C:12]([C:17]3[O:18][CH:19]=[CH:20][CH:21]=3)[C:13]=2[C:14]([OH:16])=O)[CH:5]=[CH:6][CH:7]=1.C(Cl)(=O)C([Cl:30])=O>ClCCl.CN(C)C=O>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[C:9]3[N:10]([C:22]([CH2:25][CH3:26])=[CH:23][CH:24]=3)[N:11]=[C:12]([C:17]3[O:18][CH:19]=[CH:20][CH:21]=3)[C:13]=2[C:14]([Cl:30])=[O:16])[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 68803122HCID 68803122, compound

Product 1

HCID 86597471HCID 86597471, compoundYield 106%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-(3-chlorophenyl)-7-ethyl-2-(2-furyl)pyrrolo[1,2-b]pyridazine-3-carboxylic acid (358 mg) and N,N-dimethylformamide (1.39 mg) in dichloromethane (3 mL) was added oxalyl chloride (157 mg) at room temperature. After stirring for 30 minutes, the volatile was removed in vacuo, and the residue was azeotroped with toluene three times to afford 4-(3-chlorophenyl)-7-ethyl-2-(2-furyl)pyrrolo[1,2-b]pyridazine-3-carbonyl chloride as an yellow gum (396 mg, 106%).

Workup

  1. customthe volatile was removed in vacuo
  2. customthe residue was azeotroped with toluene three times

Sources & evidence

ORD record
ord-a3f477b4eb184458aeadcc42d83fdd79
Source dataset
uspto-grants-2006_12
Patent number
US07153854B2

Reaction notes

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