Potassium Carbonate → Methyl 2-methoxy-4-(4-methylpiperazin-1-yl)benzoate

HRID 512994ノート

反応式

HRID 512994 の反応式
[CH3:1][O:2][C:3]1[CH:12]=[C:11](F)[CH:10]=[CH:9][C:4]=1[C:5]([O:7][CH3:8])=[O:6].C([O-])([O-])=O.[K+].[K+].[CH3:20][N:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1>CS(C)=O.C(Cl)Cl>[CH3:1][O:2][C:3]1[CH:12]=[C:11]([N:24]2[CH2:25][CH2:26][N:21]([CH3:20])[CH2:22][CH2:23]2)[CH:10]=[CH:9][C:4]=1[C:5]([O:7][CH3:8])=[O:6]

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 531671-MethylpiperazineHCID 10241478Methyl 4-fluoro-2-methoxybenzoate

生成物 1

HCID 66996253Methyl 2-methoxy-4-(4-methylpiperazin-1-yl)benzoate収率 66.3%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 6344Dichloromethane溶媒

実験手順

Methyl 2-methoxy-4-fluoro-benzoate (1.6 gr, 9.7 mmol), K2CO3 (1.3 gr, 9.7 mmol) and N-methyl piperazine (1.3 mL, 11.7 mmol) were heated at 100° C. in DMSO (5 mL) for 20 hours. Reaction mixture was diluted with DCM and washed with water. Organic phase was dried over sodium sulfate and evaporated to dryness. Column chromatography purification on silica gel using dichloromethane/methanol 95:5 as the eluant, afforded 1.7 g (yield 66%) of the title compound.

後処理

  1. customReaction mixture
  2. washwashed with water
  3. dry with materialOrganic phase was dried over sodium sulfate
  4. customevaporated to dryness
  5. customColumn chromatography purification on silica gel

出典と根拠

ORDレコード
ord-ea5dcd7efd9c4fedaeba61a0a2f5b389
出典データセット
uspto-grants-2015_08
特許番号
US09102662B2

反応ノート

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