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Water → (2-Amino-6-chloro-pyridin-3-yl)-(2-methoxy-phenyl)-methanone

HRID 30101
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인쇄 미리보기

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HRID 30101 반응식
Cl[C:2]1[C:7]([C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[O:16][CH3:17])=[O:9])=[CH:6][CH:5]=[C:4]([Cl:18])[N:3]=1.[OH-].[NH4+:20].O.C(OCC)(=O)C>O1CCOCC1>[NH2:20][C:2]1[C:7]([C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[O:16][CH3:17])=[O:9])=[CH:6][CH:5]=[C:4]([Cl:18])[N:3]=1
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참가 물질

6

반응물 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 14923Ammonium HydroxideHCID 59789365(2,6-Dichloro-pyridin-3-yl)-(2-methoxy-phenyl)-methanone

생성물 1

HCID 58590832(2-Amino-6-chloro-pyridin-3-yl)-(2-methoxy-phenyl)-methanone수율 50.7%

시약·촉매·용매 1

HCID 31275
1,4-Dioxane
용매

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온도
150 °C

실험 절차

A solution of (2,6-Dichloro-pyridin-3-yl)-(2-methoxy-phenyl)-methanone (50.3 mg, 0.178 mmol, Example 4) in 1,4-dioxane (2 mL) was treated with concentrated ammonium hydroxide (0.24 mL, 29.4%) and heated to 150° C. in the microwave for 3 hrs. The resulting mixture was treated with water and ethyl acetate, washed with saturated sodium chloride, dried over sodium sulfate and evaporated in vacuo. The residue was purified on silica gel with hexanes/ethyl acetate to give (2-Amino-6-chloro-pyridin-3-yl)-(2-methoxy-phenyl)-methanone as a off-white solid (23.7 mg, 50.7% yield). HRMS, observed: 262.0502, Calcd for M+: 262.0509.

후처리

  1. washwashed with saturated sodium chloride
  2. dry with materialdried over sodium sulfate
  3. customevaporated in vacuo
  4. customThe residue was purified on silica gel with hexanes/ethyl acetate

출처 및 근거

ORD 기록
ord-dfd39e021ff94f919fcf4e5b0d9273fa
출처 데이터셋
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07423051B2

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