Cyclobutanone → HCID 178428272, compound

HRID 1927338Notes

Reaction equation

HRID 1927338 reaction equation
C[Si]([C:5]#[N:6])(C)C.[NH2:7][C:8]1[CH:12]=[C:11]([CH3:13])[NH:10][N:9]=1.[C:14]1(=O)[CH2:17][CH2:16][CH2:15]1>ClCCl>[CH3:13][C:11]1[CH:12]=[C:8]([NH:7][C:14]2([C:5]#[N:6])[CH2:17][CH2:16][CH2:15]2)[NH:9][N:10]=1

Participants

5

Reactant 3

HCID 14496CyclobutanoneHCID 82115Trimethylsilyl cyanideHCID 931461H-Pyrazol-3-amine, 5-methyl-

Product 1

HCID 178428272HCID 178428272, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trimethylsilyl cyanide (0.532 ml, 4.0 mmol) was added dropwise to the mixture of 3-amino-5-methylpyrazole (0.194 g, 2.0 mmol) and cyclobutanone (0.154 g, 2.2 mmol). The reaction mixture was stirred at room temperature for 40 h and then concentrated under vacuum to obtain a dark liquid which was subjected to chromatography (dichloromethane) to yield 16a (0.267 g, 1.52 mmol, 76%) as a off-white powder.

Workup

  1. concentrationconcentrated under vacuum
  2. customto obtain a dark liquid which

Sources & evidence

ORD record
ord-f968128e8ff447bbb8655dbbdfc6bc85
Source dataset
uspto-grants-2012_05
Patent number
US08183274B2

Reaction notes

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