Potassium Carbonate → HCID 17973671、化合物

HRID 1366982ノート

反応式

HRID 1366982 の反応式
C(OC([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[CH2:14][C:15](O)=O)=O)(C)(C)C.[F:18][C:19]1[CH:20]=[C:21]([NH2:27])[C:22]([NH2:26])=[CH:23][C:24]=1[F:25].C(=O)([O-])[O-].[K+].[K+]>>[F:18][C:19]1[C:24]([F:25])=[CH:23][C:22]2[NH:26][C:15]([CH2:14][CH:9]3[CH2:10][CH2:11][CH2:12][CH2:13][NH:8]3)=[N:27][C:21]=2[CH:20]=1

参加物

4

反応物 3

HCID 11430Potassium CarbonateHCID 27367551,2-Diamino-4,5-difluorobenzeneHCID 50585361-Boc-2-Piperidineacetic Acid

生成物 1

HCID 17973671HCID 17973671、化合物収率 69.3%

反応条件

温度
140 °C

実験手順

A mixture of 2-carboxymethyl-piperidine-1-carboxylic acid tert-butyl ester (Beckett et al, J. Med. Chem., 563, 1969) (10.0 g, 41 mmol) and 4,5-difluoro-benzene-1,2-diamine (5.95 g, 41 mmol) in polyphosphoric acid (140 g) was heated at 140° C. for 7 h. The cooled reaction mixture was poured onto excess solid potassium carbonate and crushed ice. The resulting basic, aqueous solution was extracted with ethyl acetate (2×) and the combined organics were washed with brine, dried (Na2SO4) and the solvent removed in vacuo. The residue was triturated with diethyl ether, ethyl acetate and pentane to afford the title compound as a light brown solid (7.14 g, 69%).

後処理

  1. customThe cooled reaction mixture
  2. customcrushed ice
  3. extractionThe resulting basic, aqueous solution was extracted with ethyl acetate (2×)
  4. washthe combined organics were washed with brine
  5. dry with materialdried (Na2SO4)
  6. customthe solvent removed in vacuo
  7. customThe residue was triturated with diethyl ether, ethyl acetate and pentane

出典と根拠

ORDレコード
ord-73e11bce3f0147cc9bd53568de00ffc7
出典データセット
uspto-grants-2011_02
特許番号
US07893090B2

反応ノート

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