Anisole → HCID 178521930, compound

HRID 1169928Notes

Reaction equation

HRID 1169928 reaction equation
[C:1]1([NH:7][C:8]([C:10]2[C:14]([C:15]3[CH:20]=[CH:19][CH:18]=[C:17]([CH2:21][OH:22])[CH:16]=3)=[CH:13][N:12](CC3C=CC(OC)=CC=3)[N:11]=2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1(OC)C=CC=CC=1>FC(F)(F)C(O)=O>[C:1]1([NH:7][C:8]([C:10]2[C:14]([C:15]3[CH:20]=[CH:19][CH:18]=[C:17]([CH2:21][OH:22])[CH:16]=3)=[CH:13][NH:12][N:11]=2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 7519AnisoleHCID 668554221h-Pyrazole-3-carboxamide,4-[3-(hydroxymethyl)phenyl]-1-[(4-methoxyphenyl)methyl]-n-phenyl-

Product 1

HCID 178521930HCID 178521930, compoundYield 35.2%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 4-(3-hydroxymethyl-phenyl)-1-(4-methoxy-benzyl)-1H-pyrazole-3-carboxylic acid phenylamide (20 mg) and anisole (20 μl) in trifluoroacetic acid (1 ml) was heated at 120° C. (50 W) for 15 minutes in a CEM Discover microwave synthesiser. The reaction was evaporated then purified by flash column chromatography eluting with 2:1 ethyl acetate/hexane. Product containing fractions were combined and evaporated to give 5 mg of product. (LC/MS: Rt 2.55 [M+H]+ 294).

Workup

  1. customThe reaction was evaporated
  2. customthen purified by flash column chromatography
  3. washeluting with 2:1 ethyl acetate/hexane
  4. additionProduct containing fractions
  5. customevaporated

Sources & evidence

ORD record
ord-f1fe42b378bd4f0fb5729d4fe89ecc60
Source dataset
uspto-grants-2010_11
Patent number
US07825140B2

Reaction notes

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