Hydrochloric Acid → 2-Amino-5-methoxy-4-(3-(pyrrolidin-1-yl)propoxy)benzamide hydrochloride

HRID 1386300노트

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HRID 1386300 반응식
[ClH:1].[CH3:2][O:3][C:4]1[C:5]([O:16][CH2:17][CH2:18][CH2:19][N:20]2[CH2:24][CH2:23][CH2:22][CH2:21]2)=[CH:6][C:7]([N+:13]([O-])=O)=[C:8]([CH:12]=1)[C:9]([NH2:11])=[O:10]>CO.[Fe]>[ClH:1].[NH2:13][C:7]1[CH:6]=[C:5]([O:16][CH2:17][CH2:18][CH2:19][N:20]2[CH2:24][CH2:23][CH2:22][CH2:21]2)[C:4]([O:3][CH3:2])=[CH:12][C:8]=1[C:9]([NH2:11])=[O:10]

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 218748225-Methoxy-2-nitro-4-(3-(pyrrolidin-1-yl)propoxy)benzamide

생성물 1

HCID 218748202-Amino-5-methoxy-4-(3-(pyrrolidin-1-yl)propoxy)benzamide hydrochloride수율 85%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 887Methanol용매

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온도
50 °C

실험 절차

Concentrated hydrochloric acid (5 ml) was added to a suspension of 5-methoxy-2-nitro-4-(3-(pyrrolidin-1-yl)propoxy)benzamide (1.5 g, 4.64 mmol) in methanol (20 ml) and the mixture was heated at 50° C. to give a solution. Iron powder (1.3 g, 23.2 mmol) was added in portions and the reaction mixture was then heated at reflux for 1 hour. The mixture was allowed to cool, the insolubles were removed by filtration through diatomaceous earth and the volatiles were removed from the filtrate by evaporation. The residue was purified on a Diaion (trade mark of Mitsubishi) HP20SS resin column, eluting with water and then with dilute hydrochloric acid (pH2). The fractions containing product were concentrated by evaporation and the resulting precipitate was collected by filtration and dried under vacuum over phosphorus pentoxide to give 2-amino-5-methoxy-4-(3-(pyrrolidin-1-yl)propoxy)benzamide hydrochloride (1.44 g, 85%).

후처리

  1. customto give a solution
  2. temperaturethe reaction mixture was then heated
  3. temperatureat reflux for 1 hour
  4. temperatureto cool
  5. customthe insolubles were removed by filtration through diatomaceous earth
  6. customthe volatiles were removed from the filtrate by evaporation
  7. customThe residue was purified on a Diaion (trade mark of Mitsubishi) HP20SS resin column
  8. washeluting with water
  9. additionThe fractions containing product
  10. concentrationwere concentrated by evaporation
  11. filtrationthe resulting precipitate was collected by filtration
  12. dry with materialdried under vacuum over phosphorus pentoxide

출처 및 근거

ORD 기록
ord-64b4e027b9d14f84b7f6da280335382d
출처 데이터셋
uspto-grants-2001_07
특허 번호
US06265411B1

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