Methanol → HCID 86729634, 화합물

HRID 2284906노트

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HRID 2284906 반응식
Cl[C:2]1[N:7]=[C:6]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[N+:15]([O-:17])=[O:16])[C:5]([Cl:18])=[CH:4][N:3]=1.[NH2:19][C:20]1[CH:25]=[CH:24][C:23]([N:26]2[CH2:31][CH2:30][N:29]([C:32](=[O:34])[CH3:33])[CH2:28][CH2:27]2)=[CH:22][C:21]=1[O:35][CH3:36].CO>C(Cl)(Cl)Cl>[Cl:18][C:5]1[C:6]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[N+:15]([O-:17])=[O:16])=[N:7][C:2]([NH:19][C:20]2[CH:25]=[CH:24][C:23]([N:26]3[CH2:31][CH2:30][N:29]([C:32](=[O:34])[CH3:33])[CH2:28][CH2:27]3)=[CH:22][C:21]=2[O:35][CH3:36])=[N:3][CH:4]=1

참가 물질

5

반응물 3

HCID 887MethanolHCID 552327374-(4-Acetyl-1-piperazinyl)-2-(methyloxy)anilineHCID 59362999HCID 59362999, 화합물

생성물 1

HCID 86729634HCID 86729634, 화합물

시약·촉매·용매 1

HCID 6212Chloroform용매

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온도
100 °C

실험 절차

To a stirred solution of 2,5-dichloro-4-(2-nitrophenoxy)pyrimidine (300 mg, 1.052 mmol) in 0.08M p-PTSA/1,4-dioxane (10 mL) was added 1-(4-(4-amino-3-methoxy phenyl)piperazin-1-yl)ethanone (262 mg, 1.052 mmol), and the mixture was heated to 100° C. for 16 h. TLC showed completion of starting material (TLC system: 5% methanol in chloroform (Rf): 0.4). 1,4-dioxane was evaporated under reduced pressure, and the remainder was diluted with ethyl acetate (35 mL) and the remainder was washed with water (10 mL) followed by saturated NaHCO3 solution (10 mL). The organic layer was separated, dried over sodium sulphate, and concentrated. Crude compound was purified by column chromatography using silica gel (100-200 mesh) with 3% methanol in chloroform to obtain 1-(4-(4-(5-chloro-4-(2-nitrophenoxy)pyrimidin-2-ylamino)-3-methoxyphenyl) piperazin-1-yl)ethanone as a grey solid. (Yield: 140 mg, 26.6%). MS: m/z 308.4 (ES+, M+H).

후처리

  1. custom1,4-dioxane was evaporated under reduced pressure
  2. additionthe remainder was diluted with ethyl acetate (35 mL)
  3. washthe remainder was washed with water (10 mL)
  4. customThe organic layer was separated
  5. dry with materialdried over sodium sulphate
  6. concentrationconcentrated
  7. customCrude compound was purified by column chromatography

출처 및 근거

ORD 기록
ord-66f949743e3445238808b142d0d12721
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09145387B2

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