Potassium Carbonate → 2-(1-Benzyl-4-piperidinylamino)-6-fluorobenzoic acid

HRID 266840ノート

反応式

HRID 266840 の反応式
C(=O)([O-])[O-].[K+].[K+].[NH2:7][CH:8]1[CH2:13][CH2:12][N:11]([CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:10][CH2:9]1.Cl[C:22]1[CH:30]=[CH:29][CH:28]=[C:27]([F:31])[C:23]=1[C:24]([OH:26])=[O:25]>CN(C)C=O>[CH2:14]([N:11]1[CH2:12][CH2:13][CH:8]([NH:7][C:22]2[CH:30]=[CH:29][CH:28]=[C:27]([F:31])[C:23]=2[C:24]([OH:26])=[O:25])[CH2:9][CH2:10]1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 679472-Chloro-6-fluorobenzoic acidHCID 4158521-Benzyl-4-piperidylamine

生成物 1

HCID 540167532-(1-Benzyl-4-piperidinylamino)-6-fluorobenzoic acid収率 35.8%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
140 °C

実験手順

Potassium carbonate (8.9 g), 4-amino-1-benzyl-piperidine (18.5 g), cupric oxide (0.6 g) and dimethylformamide (25 ml) are added to 2-chloro-6-fluorobenzoic acid (11.3 g) and the mixture is reacted with heating at 140° C. for 6 hours. After the reaction, the solvent is concentrated and to the resulting residue are added water (200 ml) and active carbon (1 g). The mixture is refluxed for 30 minutes. After filtration, the filtrate is cooled and then adjusted to pH 8.0 with diluted hydrochloric acid. The precipitated crystal is collected by filtration and washed successively with water and methanol to give 2-(1-benzyl-4-piperidinylamino)-6-fluorobenzoic acid (7.6 g) as white powders, m.p.: 233°-236° C.

後処理

  1. customthe mixture is reacted
  2. customAfter the reaction
  3. concentrationthe solvent is concentrated and to the resulting residue
  4. additionare added water (200 ml) and active carbon (1 g)
  5. temperatureThe mixture is refluxed for 30 minutes
  6. filtrationAfter filtration
  7. temperaturethe filtrate is cooled
  8. filtrationThe precipitated crystal is collected by filtration
  9. washwashed successively with water and methanol

出典と根拠

ORDレコード
ord-2f0e803c48e34a2b90470b5f650be1b4
出典データセット
uspto-grants-1997_07
特許番号
US05652247

反応ノート

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