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Ammonium Hydroxide → 3-Bromofuro[3,2-c]pyridin-4-amine

HRID 17189
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HRID 17189 반응식
[Br:1][C:2]1[C:6]2[C:7](Cl)=[N:8][CH:9]=[CH:10][C:5]=2[O:4][CH:3]=1.[OH-].[NH4+:13]>O1CCOCC1>[Br:1][C:2]1[C:6]2[C:7]([NH2:13])=[N:8][CH:9]=[CH:10][C:5]=2[O:4][CH:3]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 14923Ammonium HydroxideHCID 106811193-Bromo-4-chlorofuro[3,2-c]pyridine

생성물 1

HCID 184507953-Bromofuro[3,2-c]pyridin-4-amine수율 71%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

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온도
150 °C

실험 절차

A mixture of 3-bromo-4-chlorofuro[3,2-c]pyridine (7.0 g, 22 mmol), 38 wt % aqueous ammonium hydroxide (75 mL) and dioxane (75 mL) in a Parr mini-reactor was stirred at 150° C. for two days. The solvent was removed in vacuo and water (200 mL) was added to the residue. The mixture was adjusted to pH 12 with 2N NaOH (aq) extracted with ethyl acetate (5×100 mL). The combined organic layers were dried over anhydrous magnesium sulfate and the solvent was removed in vacuo to give the title compound (4.6 g, 71%). 1H NMR (DMSO-d6, 400 MHz) 8.13 (s, 1H), 7.85 (d, 1H), 6.92 (d, 1H), 6.17-6.27 (bs, 2H); RP-HPLC (Conditions d) Rt 8.02 min.; MS: MH+ 213, 215.

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후처리

  1. customThe solvent was removed in vacuo and water (200 mL)
  2. additionwas added to the residue
  3. extractionextracted with ethyl acetate (5×100 mL)
  4. dry with materialThe combined organic layers were dried over anhydrous magnesium sulfate
  5. customthe solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-db8aec561fa14b068788c27c794b6049
출처 데이터셋
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07737160B2

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