Water → HCID 58196835, compound

HRID 383683Notes

Reaction equation

HRID 383683 reaction equation
Cl[C:2]1[CH:7]=[CH:6][N:5]2[N:8]=[CH:9][C:10]([CH:11]=[O:12])=[C:4]2[N:3]=1.[CH3:13][N:14]([CH3:25])[CH2:15][CH2:16][O:17][C:18]1[CH:24]=[CH:23][C:21]([NH2:22])=[CH:20][CH:19]=1.O.ClCCl>O1CCOCC1>[CH3:13][N:14]([CH3:25])[CH2:15][CH2:16][O:17][C:18]1[CH:24]=[CH:23][C:21]([NH:22][C:2]2[CH:7]=[CH:6][N:5]3[N:8]=[CH:9][C:10]([CH:11]=[O:12])=[C:4]3[N:3]=2)=[CH:20][CH:19]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6344DichloromethaneHCID 64846554-[2-(Dimethylamino)ethoxy]anilineHCID 581964015-Chloropyrazolo(1,5-a)pyrimidine-3-carbaldehyde

Product 1

HCID 58196835HCID 58196835, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
120 °C

Procedure

To 5-chloropyrazolo[1,5-a]pyrimidine-3-carbaldehyde (50 mg, 0.276 mmol) in dioxane was added 4-(2-(dimethylamino)ethoxy)aniline (149 mg, 0.829 mmol). The mixture was heated in microwave 100 minutes at 120° C. Water and dichloromethane were added, and the product was extracted into dichloromethane. The organic layer was dried over Na2SO4 and concentrated under reduced pressured to yield 5-(4-(2-(dimethylamino)ethoxy)phenylamino)pyrazolo[1,5-a]pyrimidine-3-carbaldehyde. LCMS (M+1=408)

Workup

  1. extractionthe product was extracted into dichloromethane
  2. dry with materialThe organic layer was dried over Na2SO4
  3. concentrationconcentrated under reduced pressured

Sources & evidence

ORD record
ord-e08e3a3829514135a65a1b36363d6796
Source dataset
uspto-grants-2013_02
Patent number
US08367681B2

Reaction notes

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