3-tert-Butylaniline → HCID 58196689, compound

HRID 383662Notes

Reaction equation

HRID 383662 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.[C:13]([C:17]1[CH:18]=[C:19]([CH:21]=[CH:22][CH:23]=1)[NH2:20])([CH3:16])([CH3:15])[CH3:14]>O1CCOCC1>[C:13]([C:17]1[CH:18]=[C:19]([NH:20][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:21]=[CH:22][CH:23]=1)([CH3:16])([CH3:14])[CH3:15]

Participants

4

Reactant 2

HCID 793343-tert-ButylanilineHCID 581964015-Chloropyrazolo(1,5-a)pyrimidine-3-carbaldehyde

Product 1

HCID 58196689HCID 58196689, compoundYield 96%

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 3-tert-butylaniline (206 mg, 1.381 mmol). The mixture was heated in microwave for 10 minutes at 120° C. The solid formed was isolated by filtration and air dried to yield 78 mg 5-(3-tert-butylphenylamino)pyrazolo[1,5-a]pyrimidine-3-carbaldehyde (96% yield). LCMS (M+1=295)

Workup

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

Sources & evidence

ORD record
ord-2fc0aa96b2db4cc09a49477ef56a9b58
Source dataset
uspto-grants-2013_02
Patent number
US08367681B2

Reaction notes

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