Methanol → HCID 70393667、化合物

HRID 2291342ノート

反応式

HRID 2291342 の反応式
[F:1][C:2]([F:24])([F:23])[CH2:3][N:4]=[C:5]([NH2:22])[NH:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([S:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18](=[NH:21])[O:19]C)[N:8]=1.C[NH:26][CH2:27][CH:28]([O:32]CC)[O:29]CC.[CH3:35][OH:36]>>[C:18]([OH:19])(=[O:36])/[CH:17]=[CH:27]\[C:28]([OH:29])=[O:32].[CH3:35][N:21]1[CH:28]=[CH:27][N:26]=[C:18]1[CH2:17][CH2:16][CH2:15][CH2:14][S:13][C:9]1[N:8]=[C:7]([NH:6][C:5]([NH2:22])=[N:4][CH2:3][C:2]([F:24])([F:23])[F:1])[CH:12]=[CH:11][CH:10]=1

参加物

4

反応物 3

HCID 887MethanolHCID 88646Ethanamine, 2,2-diethoxy-N-methyl-HCID 21279828HCID 21279828、化合物

生成物 1

HCID 70393667HCID 70393667、化合物

実験手順

A solution of methyl 5-[2-(2-[2,2,2-trifluoroethyl]guanidino)pyrid-6-ylthio]valerimidate (0.3 g.) and N-methyl-2,2-diethoxyethylamine (0.44 g.) in MeOH (3 ml.) was kept at room temperature for 48 hours and then evaporated to dryness. The residue was dissolved in concentrated aqueous HCl and the solution heated at 90° for 30 minutes and then evaporated to dryness. The residue was partitioned between H2O and EtOAc and the aqueous phase basified with 10N NaOH and then extracted with EtOAc. The EtOAc extract was dried and evaporated to dryness and the residue dissolved in acetone. This solution was added to a solution of maleic acid in acetone, and the precipitate (0.12 g.) was collected and crystallised from EtOH to give 1-methyl-2-[4-(2-[2-(2,2,2-trifluoroethyl)guanidino]pyrid-6-ylthio)butyl]imidazole hydrogen maleate, m.p. 107°-110°.

後処理

  1. customevaporated to dryness
  2. dissolutionThe residue was dissolved in concentrated aqueous HCl
  3. temperaturethe solution heated at 90° for 30 minutes
  4. customevaporated to dryness
  5. customThe residue was partitioned between H2O and EtOAc
  6. extractionextracted with EtOAc
  7. extractionThe EtOAc extract
  8. customwas dried
  9. customevaporated to dryness
  10. dissolutionthe residue dissolved in acetone
  11. additionThis solution was added to a solution of maleic acid in acetone
  12. customthe precipitate (0.12 g.) was collected
  13. customcrystallised from EtOH

出典と根拠

ORDレコード
ord-d6d3b7c148704856871034dbb56dc1d6
出典データセット
uspto-grants-1989_01
特許番号
US04795755

反応ノート

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