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

HRID 266840노트

반응식

HRID 266840 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-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.

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-2f0e803c48e34a2b90470b5f650be1b4
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05652247

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