Toluene → 4-[(3-Pyridin-3-ylpyrrolidin-1-yl)carbonyl]-3',5'-bis(trifluoromethyl)biphenyl-2-carbohydrazide

HRID 383780ノート

反応式

HRID 383780 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]2[CH2:11][CH2:10][N:9]([C:12]([C:14]3[CH:15]=[C:16]([C:34]([O:36]C)=O)[C:17]([C:20]4[CH:25]=[C:24]([C:26]([F:29])([F:28])[F:27])[CH:23]=[C:22]([C:30]([F:33])([F:32])[F:31])[CH:21]=4)=[CH:18][CH:19]=3)=[O:13])[CH2:8]2)[CH:2]=1.O.[NH2:39][NH2:40].C1(C)C=CC=CC=1>C(O)C>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]2[CH2:11][CH2:10][N:9]([C:12]([C:14]3[CH:15]=[C:16]([C:34]([NH:39][NH2:40])=[O:36])[C:17]([C:20]4[CH:25]=[C:24]([C:26]([F:27])([F:28])[F:29])[CH:23]=[C:22]([C:30]([F:33])([F:31])[F:32])[CH:21]=4)=[CH:18][CH:19]=3)=[O:13])[CH2:8]2)[CH:2]=1

参加物

5

反応物 3

HCID 1140TolueneHCID 24654Hydrazine hydrate (1:1)2 回HCID 46847415Methyl 4-[(3-pyridin-3-ylpyrrolidin-1-yl)carbonyl]-3',5'-bis(trifluoromethyl)biphenyl-2-carboxylate

生成物 1

HCID 468475004-[(3-Pyridin-3-ylpyrrolidin-1-yl)carbonyl]-3',5'-bis(trifluoromethyl)biphenyl-2-carbohydrazide

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
135 °C

実験手順

A solution of 7a (160 mg, 0.300 mmol) and hydrazine hydrate (286 μL, 9.18 mmol) in ethanol:toluene (2.70 mL of an 8:1 mixture, respectively) was heated to 100° C. in a sealed microwave vial for 10 min, An additional aliquot of hydrazine hydrate (200 μL, 6.42 mmol) was added, and the resulting mixture was heated to 135° C. in a sealed microwave vial for 15 min. The reaction mixture was cooled to rt and partitioned between EtOAc and water. The combined organics were washed with water and brine, dried (sodium sulfate) and concentrated in vacuo to afford the title compound 9a. m/z (ES) 523 (MH)+.

後処理

  1. temperatureThe reaction mixture was cooled to rt
  2. custompartitioned between EtOAc and water
  3. washThe combined organics were washed with water and brine
  4. dry with materialdried (sodium sulfate)
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-e60a7281cd324ccdac2978c10961a465
出典データセット
uspto-grants-2013_02
特許番号
US08367679B2

反応ノート

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