Potassium Carbonate → HCID 57505440, compound

HRID 2391175Notes

Reaction equation

HRID 2391175 reaction equation
I[C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[C:9]([NH:11][C:12]([CH:14]3[CH2:19][CH2:18][O:17][CH2:16][CH2:15]3)=[O:13])[N:10]=2)[N:7]=1.[NH2:20][C:21]1[CH:22]=[C:23]([OH:27])[CH:24]=[CH:25][CH:26]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[NH2:20][C:21]1[CH:22]=[C:23]([CH:24]=[CH:25][CH:26]=1)[O:27][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[C:9]([NH:11][C:12]([CH:14]3[CH2:19][CH2:18][O:17][CH2:16][CH2:15]3)=[O:13])[N:10]=2)[N:7]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 115683-AminophenolHCID 57505441HCID 57505441, compound

Product 1

HCID 57505440HCID 57505440, compoundYield 49%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
180 °C

Procedure

A mixture of N-(6-iodoimidazo[1,2-b]pyridazin-2-yl)tetrahydro-2H-pyran-4-carboxamide, 3-aminophenol (436 mg, 4.0 mmol), potassium carbonate (552 mg, 4.0 mmol) and N,N-dimethylformamide (5.0 mL) was stirred with heating at 180° C. for 15 min using a microwave synthesizer. After cooling, the reaction mixture was filtrated, and the filtrate was purified by preparative HPLC to give the title compound (364 mg, 49%) as a dark brown powder.

Workup

  1. temperatureAfter cooling
  2. filtrationthe reaction mixture was filtrated
  3. customthe filtrate was purified by preparative HPLC

Sources & evidence

ORD record
ord-77ab9b7a08324e56b65b0d6aa3aa0be7
Source dataset
uspto-grants-2012_09
Patent number
US08273741B2

Reaction notes

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