1-[3-(2,3-Dihydro-indol-1-yl)-propyl]-1H-pyrazol-4-ylamine → 1-(3-Indol-1-yl-propyl)-1H-pyrazol-4-ylamine

HRID 624024Notes

Reaction equation

HRID 624024 reaction equation
[N:1]1([CH2:10][CH2:11][CH2:12][N:13]2[CH:17]=[C:16]([NH2:18])[CH:15]=[N:14]2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1>CC(C)=O.O=[Mn]=O>[N:1]1([CH2:10][CH2:11][CH2:12][N:13]2[CH:17]=[C:16]([NH2:18])[CH:15]=[N:14]2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1

Participants

4

Reactant 1

HCID 682827791-[3-(2,3-Dihydro-indol-1-yl)-propyl]-1H-pyrazol-4-ylamine

Product 1

HCID 682831811-(3-Indol-1-yl-propyl)-1H-pyrazol-4-ylamine

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 180AcetoneSolvent2×

Procedure

A solution of 1-[3-(2,3-dihydro-indol-1-yl)-propyl]-1H-pyrazol-4-ylamine (200 mg, 0.83 mmol) in acetone (1.0 mL) was added dropwise to a suspension of MnO2 (275 mg, 3.17 mmol) in acetone (2.0 mL). The resulting dark reaction mixture was stirred at rt overnight, then filtered over celite, washed with acetone and the solvent was removed under reduced pressure to yield the title compound which was used without further purification in the next step. LC-MS conditions B: tR=0.51 min, [M+H]+=241.20.

Workup

  1. customThe resulting dark reaction mixture
  2. filtrationfiltered over celite
  3. washwashed with acetone
  4. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-8fe1a24413b2403da50ad27fd985e3ea
Source dataset
uspto-grants-2016_04
Patent number
US09303023B2

Reaction notes

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