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

HRID 729451ノート

反応式

HRID 729451 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
100 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-62fbe6e62f1a452e8b80e3f3572ea715
出典データセット
uspto-grants-2009_09
特許番号
US07582633B2

反応ノート

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