4-(Trifluoromethyl)aniline → 1-methyl-N-[4-(trifluoromethyl)phenyl]-1H-pyrazole-5-carboxamide

HRID 238368

反応式

HRID 238368 の反応式
[CH3:1][N:2]1[C:6]([C:7]([OH:9])=O)=[CH:5][CH:4]=[N:3]1.Cl.C(N=C=NCCCN(C)C)C.O.ON1C2C=CC=CC=2N=N1.[NH2:33][C:34]1[CH:39]=[CH:38][C:37]([C:40]([F:43])([F:42])[F:41])=[CH:36][CH:35]=1>C(Cl)(Cl)Cl>[CH3:1][N:2]1[C:6]([C:7]([NH:33][C:34]2[CH:39]=[CH:38][C:37]([C:40]([F:41])([F:42])[F:43])=[CH:36][CH:35]=2)=[O:9])=[CH:5][CH:4]=[N:3]1

参加物

6

反応物 4

HCID 99644-(Trifluoromethyl)anilineHCID 6431581-methyl-1H-pyrazole-5-carboxylic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrate

生成物 1

HCID 15099121-methyl-N-[4-(trifluoromethyl)phenyl]-1H-pyrazole-5-carboxamide収率 47.1%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

A mixture of 1-methyl-1H-pyrazol-5-carboxylic acid (1.00 g), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (1.82 g), 1-hydroxybenzotriazole monohydrate (1.70 g) and chloroform (20 mL) was stirred at a room temperature for 15 minutes. Thereafter, 4-aminobenzotrifluoride (1.27 g) was added to the reaction solution, and the obtained mixture was then stirred for 24 hours. Thereafter, the reaction solution was concentrated under a reduced pressure, and the residue was then purified by column chromatography (chromatorex NH, hexane:ethyl acetate=4:1), so as to obtain the title compound (1.00 g) in the form of a colorless solid.

後処理

  1. stirringthe obtained mixture was then stirred for 24 hours
  2. concentrationThereafter, the reaction solution was concentrated under a reduced pressure
  3. customthe residue was then purified by column chromatography (chromatorex NH, hexane:ethyl acetate=4:1)

出典と根拠

ORDレコード
ord-29142283cdf14f43877ba3074fcfb03b
出典データセット
uspto-grants-2014_02
特許番号
US08642626B2

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