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

HRID 483545

반응식

HRID 483545 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
140 °C

실험 절차

Potassium carbonate (8.9 g), 4-amino-1-benzylpiperidine (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.

후처리

  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

출처 및 근거

ORD 기록
ord-ea11835bae824776b58d423600d152f9
출처 데이터셋
uspto-grants-1993_07
특허 번호
US05225402

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