Potassium Carbonate → Methyl 5-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]pyrazine-2-carboxylate

HRID 729451노트

반응식

HRID 729451 반응식
[Br:1][C:2]1[CH:14]=[CH:13][C:12]([F:15])=[CH:11][C:3]=1[O:4][CH:5]1[CH2:10][CH2:9][NH:8][CH2:7][CH2:6]1.Cl[C:17]1[N:18]=[CH:19][C:20]([C:23]([O:25][CH3:26])=[O:24])=[N:21][CH:22]=1.C(=O)([O-])[O-].[K+].[K+]>O1CCOCC1>[Br:1][C:2]1[CH:14]=[CH:13][C:12]([F:15])=[CH:11][C:3]=1[O:4][CH:5]1[CH2:6][CH2:7][N:8]([C:17]2[N:18]=[CH:19][C:20]([C:23]([O:25][CH3:26])=[O:24])=[N:21][CH:22]=2)[CH2:9][CH2:10]1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 406081Methyl 5-chloropyrazine-2-carboxylateHCID 578327574-(2-Bromo-5-fluorophenoxy)piperidine

생성물 1

HCID 57832729Methyl 5-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]pyrazine-2-carboxylate

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

반응 조건

온도
100 °C

실험 절차

A mixture of 4-(2-bromo-5-fluorophenoxy)piperidine from Step 2 (1.90 g, 6.95 mmol), methyl 5-chloropyrazine-2-carboxylate (1.00 g, 5.79 mmol) and potassium carbonate (1.60 g, 11.59 mmol) in dioxane (30 mL) was heated at 100° C. After a period of 2 h, the reaction mixture was partitioned between ethyl acetate and saturated aqueous ammonium chloride. The solvent was separated, dried over sodium sulfate and evaporated. The title compound was purified by flash chromatography (50% ethyl acetate in hexane) to provide the title compound.

후처리

  1. customthe reaction mixture was partitioned between ethyl acetate and saturated aqueous ammonium chloride
  2. customThe solvent was separated
  3. dry with materialdried over sodium sulfate
  4. customevaporated
  5. customThe title compound was purified by flash chromatography (50% ethyl acetate in hexane)

출처 및 근거

ORD 기록
ord-62fbe6e62f1a452e8b80e3f3572ea715
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07582633B2

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