Pyrazole → 2-(1H-Pyrazol-1-yl)quinolin-8-ol

HRID 623402Notes

Reaction equation

HRID 623402 reaction equation
Cl[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[C:5]([OH:12])[CH:6]=[CH:7][CH:8]=2)[N:3]=1.[NH:13]1[CH:17]=[CH:16][CH:15]=[N:14]1>>[N:13]1([C:2]2[CH:11]=[CH:10][C:9]3[C:4](=[C:5]([OH:12])[CH:6]=[CH:7][CH:8]=3)[N:3]=2)[CH:17]=[CH:16][CH:15]=[N:14]1

Participants

3

Reactant 2

HCID 1048PyrazoleHCID 2748782-Chloroquinolin-8-ol

Product 1

HCID 579393522-(1H-Pyrazol-1-yl)quinolin-8-ol

Procedure

A mixture of 2-chloro-quinolin-8-ol 3 (80 mg, 0.447 mmol) and pyrazole (152 mg, 2.233 mmol) was heated at 175° C. in a steel autoclave for 48 h. The crude product was then purified by column chromatography on silica (ethyl acetate/hexane, 1:1) to give 2-pyrazol-1-yl-quinolin-8-ol (compound ID 964) I1 as a white solid (68 mg, 72%).

Workup

  1. customThe crude product was then purified by column chromatography on silica (ethyl acetate/hexane, 1:1)

Sources & evidence

ORD record
ord-843d8cbee22941278064499162756c02
Source dataset
uspto-grants-2016_04
Patent number
US09302993B2

Reaction notes

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