Hydrochloric Acid → HCID 90011309, 화합물

HRID 1054912노트

반응식

HRID 1054912 반응식
[CH3:1][O:2][C:3](=[O:16])[CH2:4][O:5][C:6]1[C:7]([N+:13]([O-])=O)=[N:8][C:9]([Br:12])=[CH:10][CH:11]=1.Cl.C(=O)(O)[O-].[Na+]>CO.[Fe]>[CH3:1][O:2][C:3](=[O:16])[CH2:4][O:5][C:6]1[C:7]([NH2:13])=[N:8][C:9]([Br:12])=[CH:10][CH:11]=1

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 90011186(6-Bromo-2-nitropyridin-3-yloxy)acetic acid methyl ester

생성물 1

HCID 90011309HCID 90011309, 화합물

시약·촉매·용매 2

HCID 23925Iron촉매HCID 887Methanol용매

반응 조건

온도
60 °C

실험 절차

(6-Bromo-2-nitropyridin-3-yloxy)acetic acid methyl ester (10.9 g, 37.5 mmol) was dissolved in methanol (90 mL). Concentrated HCl (10 mL) was then added followed by iron (6.4 g, 110 mmol). The reaction mixture was stirred at 60° C. for 1 hour. Then, the reaction mixture was cooled to room temperature and neutralized with solid sodium bicarbonate. The insoluble iron salts were removed by centrifugation. Silica gel was then added to the supernatant and the solvents were removed under reduced pressure. The resulting crude material was purified by column chromatography (SiO2, EtOAc/hexanes) to give (2-amino-6-bromopyridin-3-yloxy)acetic acid methyl ester. Yield 4.0 g (15 mmol, 40%). LCMS (ESI): calc. C8H9BrN2O3=260, 262; obs. M+H=261, 263.

후처리

  1. customThe insoluble iron salts were removed by centrifugation
  2. additionSilica gel was then added to the supernatant
  3. customthe solvents were removed under reduced pressure
  4. customThe resulting crude material was purified by column chromatography (SiO2, EtOAc/hexanes)

출처 및 근거

ORD 기록
ord-5e0bf88fb9bb48c591a353ace90aeff0
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09394315B2

반응 노트

불러오는 중…