4-Isopropoxyaniline → HCID 58196451, compound

HRID 383697Notes

Reaction equation

HRID 383697 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.[CH:13]([O:16][C:17]1[CH:23]=[CH:22][C:20]([NH2:21])=[CH:19][CH:18]=1)([CH3:15])[CH3:14]>O1CCOCC1>[CH:13]([O:16][C:17]1[CH:23]=[CH:22][C:20]([NH:21][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:19][CH:18]=1)([CH3:15])[CH3:14]

Participants

4

Reactant 2

HCID 821124-IsopropoxyanilineHCID 581964015-Chloropyrazolo(1,5-a)pyrimidine-3-carbaldehyde

Product 1

HCID 58196451HCID 58196451, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
120 °C

Procedure

To 5-chloropyrazolo[1,5-a]pyrimidine-3-carbaldehyde (30 mg, 0.166 mmol) in dioxane was added 4-isopropoxyaniline (125 mg, 0.829 mmol). The mixture was heated in microwave for 20 minutes at 120° C. The solid formed was isolated by filtration and air dried to yield 5-(4-isopropoxyphenylamino)pyrazolo[1,5-a]pyrimidine-3-carbaldehyde with impurities that will be removed in the final step. LCMS (M+1=297)

Workup

  1. customThe solid formed
  2. customwas isolated by filtration and air
  3. customdried

Sources & evidence

ORD record
ord-ad40d607811a4c75ac4572b855c55b52
Source dataset
uspto-grants-2013_02
Patent number
US08367681B2

Reaction notes

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