Water → 2-ethylsulfanylphenyl-N-(5-methyl-2-methylaminopyridin-3-yl)-benzamide

HRID 533662ノート

反応式

HRID 533662 の反応式
[CH3:1][C:2]1[CH:3]=[C:4]([NH2:10])[C:5]([NH:8][CH3:9])=[N:6][CH:7]=1.[CH2:11]([S:13][C:14]1[CH:22]=[CH:21][CH:20]=[CH:19][C:15]=1[C:16](O)=O)[CH3:12].CCN=C=N[CH2:28][CH2:29][CH2:30]N(C)C.N1C=C[CH:37]=[CH:36][CH:35]=1.[OH2:40]>>[CH2:11]([S:13][C:14]1[CH:22]=[CH:21][CH:20]=[CH:19][C:15]=1[C:16]1[CH:28]=[CH:29][CH:30]=[CH:37][C:36]=1[C:35]([NH:10][C:4]1[C:5]([NH:8][CH3:9])=[N:6][CH:7]=[C:2]([CH3:1])[CH:3]=1)=[O:40])[CH3:12]

参加物

6

反応物 5

HCID 962WaterHCID 1049PyridineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 4257582-(Ethylsulfanyl)benzoic acidHCID 45079842N2,5-Dimethylpyridine-2,3-diamine

生成物 1

HCID 899217132-ethylsulfanylphenyl-N-(5-methyl-2-methylaminopyridin-3-yl)-benzamide

反応条件

温度
120 °C

実験手順

A mixture of 5,N2-dimethylpyridin-2,3-diamine (1.13 g), 2-ethylsulfanylbenzoic acid (1.79 g), WSC (1.38 g), and pyridine (20 ml) was stirred with heating under reflux at 120° C. for 2 hours. Into the reaction mixture cooled to room temperature, water was poured, and extracted with ethyl acetate. The organic layer was dried over magnesium sulfate, and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography to give 1.58 g of 2-ethylsulfanylphenyl-N-(5-methyl-2-methylaminopyridin-3-yl)-benzamide (Compound (1B)-514).

後処理

  1. temperaturewith heating
  2. temperatureInto the reaction mixture cooled to room temperature
  3. extractionextracted with ethyl acetate
  4. dry with materialThe organic layer was dried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-0f387bddc6ba4136ae4cca89b9643380
出典データセット
uspto-grants-2014_10
特許番号
US08853238B2

反応ノート

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