Pyridine → 4-Bromo-1-trityl-1H-pyrazole

HRID 227767Notes

Reaction equation

HRID 227767 reaction equation
[Br:1][C:2]1[CH:3]=[N:4][NH:5][CH:6]=1.N1C=CC=CC=1.[C:13]1([C:19](Cl)([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>CN(C)C1C=CN=CC=1.O>[Br:1][C:2]1[CH:3]=[N:4][N:5]([C:19]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)[C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:6]=1

Participants

6

Reactant 3

HCID 1049PyridineHCID 6456Trityl chlorideHCID 163754-Bromopyrazole

Product 1

HCID 108341884-Bromo-1-trityl-1H-pyrazole

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

In a 75 mL sealed tube, 4-bromopyrazole (1.0 g, 6.8 mmol), pyridine (21.0 mL, 258 mmol), triphenylmethyl chloride (2.1 g, 7.5 mmol), and 4-dimethylaminopyridine (0.17 g, 1.4 mmol) were added. The mixture was stirred at 80° C. for 24 hours. The mixture was diluted with water, and the solids which crashed out were filtered, rinsed with water and air-dried to yield 4-bromo-1-trityl-1-H-pyrazole as a white solid.

Workup

  1. customIn a 75 mL sealed tube
  2. filtrationthe solids which crashed out were filtered
  3. washrinsed with water
  4. customair-dried

Sources & evidence

ORD record
ord-1bb39cca8c7c42a2905410eab937a34c
Source dataset
uspto-grants-2009_07
Patent number
US07560551B2

Reaction notes

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