Formic Acid → 4-{2-[Methyl(2-methyl-2-(methyldisulphanyl)propyl)amino]ethoxy)-2,6-bis(hydroxymethyl)pyridine

HRID 446641ノート

反応式

HRID 446641 の反応式
[CH:1](O)=O.[CH3:4][C:5]([S:22][S:23][CH3:24])([CH3:21])[CH2:6][NH:7][CH2:8][CH2:9][O:10][C:11]1[CH:16]=[C:15]([CH2:17][OH:18])[N:14]=[C:13]([CH2:19][OH:20])[CH:12]=1.[OH-].[Na+]>C=O>[CH3:1][N:7]([CH2:6][C:5]([CH3:4])([S:22][S:23][CH3:24])[CH3:21])[CH2:8][CH2:9][O:10][C:11]1[CH:12]=[C:13]([CH2:19][OH:20])[N:14]=[C:15]([CH2:17][OH:18])[CH:16]=1

参加物

5

反応物 3

HCID 284Formic AcidHCID 14798Sodium HydroxideHCID 86671287HCID 86671287、化合物

生成物 1

HCID 575709534-{2-[Methyl(2-methyl-2-(methyldisulphanyl)propyl)amino]ethoxy)-2,6-bis(hydroxymethyl)pyridine

試薬・触媒・溶媒 1

HCID 712Formaldehyde溶媒

反応条件

温度
100 °C

実験手順

365 μl of formic acid are added to a suspension, cooled to 0° C., of 322 mg of 4-[2-(2-methyl-2-(methyldisulphanyl)propylamino)ethoxy]-2,6-bis(hydroxymethyl)pyridine in 262 μl of formaldehyde. The mixture is heated at 100° C. for 1¼ hours. After returning to ambient temperature, the mixture is hydrolysed and then a 5N aqueous sodium hydroxide solution is added until a pH=12 is obtained. The aqueous phase is extracted 3× with AcOEt and the combined organic phases are dried over MgSO4 and concentrated under RP. 310 mg of 4-{2-[methyl(2-methyl-2-(methyldisulphanyl)propyl)amino]ethoxy}-2,6-bis(hydroxymethyl)pyridine are thus obtained.

後処理

  1. customAfter returning to ambient temperature
  2. customis obtained
  3. extractionThe aqueous phase is extracted 3× with AcOEt
  4. dry with materialthe combined organic phases are dried over MgSO4
  5. concentrationconcentrated under RP

出典と根拠

ORDレコード
ord-7fab5cd5e1dd4cb3a89b1f4d3d55c89b
出典データセット
uspto-grants-2013_07
特許番号
US08481042B2

反応ノート

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