Trityl chloride → 4-Bromo-1-trityl-1H-pyrazole

HRID 2298280Notes

Reaction equation

HRID 2298280 reaction equation
[Br:1][C:2]1[CH:3]=[N:4][NH:5][CH:6]=1.[C:7](Cl)([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>N1C=CC=CC=1>[Br:1][C:2]1[CH:3]=[N:4][N:5]([C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:6]=1

Participants

4

Reactant 2

HCID 6456Trityl chlorideHCID 163754-Bromopyrazole

Product 1

HCID 108341884-Bromo-1-trityl-1H-pyrazoleYield 99.7%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 0.5 g of 4-bromopyrazole and 1.43 g of tritylchloride in 30 ml of pyridine was stirred at reflux for 18 hours. The pyridine was removed in vacuo and the resulting residue was purified by silica column chromatography (ethylacetate/hexane=1:1) to yield 1.32 g of 4-bromo-1-N-tritylpyrazole.

Workup

  1. temperatureat reflux for 18 hours
  2. customThe pyridine was removed in vacuo
  3. customthe resulting residue was purified by silica column chromatography (ethylacetate/hexane=1:1)

Sources & evidence

ORD record
ord-09fa739e7f3d4025bd0055bfe2fedb08
Source dataset
uspto-grants-2002_12
Patent number
US06492416B1

Reaction notes

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