Trityl chloride → HCID 22031021, compound

HRID 250756Notes

Reaction equation

HRID 250756 reaction equation
[C:1]1([C:7](Cl)([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CN(C1C=CC=CN=1)C.[F:30][C:31]1[CH:36]=[C:35]([F:37])[CH:34]=[CH:33][C:32]=1[C:38]1[CH:42]=[CH:41][NH:40][N:39]=1>N1C=CC=CC=1>[F:30][C:31]1[CH:36]=[C:35]([F:37])[CH:34]=[CH:33][C:32]=1[C:38]1[CH:42]=[CH:41][N:40]([C:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[N:39]=1

Participants

5

Reactant 3

HCID 6456Trityl chlorideHCID 218852-DimethylaminopyridineHCID 178505520HCID 178505520, compound

Product 1

HCID 22031021HCID 22031021, compoundYield 43%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
80 °C

Procedure

Add triphenylmethylchloride (4.78 g, 17.2 mmol)) and dimethylaminopyridine (0.350 g, 2.86 mmol) to a stirred solution of 3-(2,4-difluorophenyl)-1H-pyrazole (2.58 g, 14.33 mmol) in dry pyridine (30 mL). Stir at 80° C. for about 18 hours. Cool to RT, concentrate and purify (silica gel chromatography, eluting with a gradient of hexane dichloromethane 25:75 to 0:100) to give the desired compound (43%).

Workup

  1. temperatureCool to RT
  2. concentrationconcentrate
  3. custompurify (silica gel chromatography
  4. washeluting with a gradient of hexane dichloromethane 25:75 to 0:100)

Sources & evidence

ORD record
ord-ae7919588dd94635b5e35d42a284323d
Source dataset
uspto-grants-2011_01
Patent number
US07863310B2

Reaction notes

Loading…