Methanol → ethyl 6-[p-[5-(1H-imidazo[4,5-b]pyridin-2-ylthio)pentyloxy]phenoxy]-2,2-dimethylhexanoate

HRID 329463

反応式

HRID 329463 の反応式
[SH:1][C:2]1[NH:3][C:4]2[C:5]([N:10]=1)=[N:6][CH:7]=[CH:8][CH:9]=2.CO.[OH-].[Na+].Br[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][O:21][C:22]1[CH:40]=[CH:39][C:25]([O:26][CH2:27][CH2:28][CH2:29][CH2:30][C:31]([CH3:38])([CH3:37])[C:32]([O:34][CH2:35][CH3:36])=[O:33])=[CH:24][CH:23]=1>O>[NH:3]1[C:4]2[C:5](=[N:6][CH:7]=[CH:8][CH:9]=2)[N:10]=[C:2]1[S:1][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][O:21][C:22]1[CH:40]=[CH:39][C:25]([O:26][CH2:27][CH2:28][CH2:29][CH2:30][C:31]([CH3:38])([CH3:37])[C:32]([O:34][CH2:35][CH3:36])=[O:33])=[CH:24][CH:23]=1

参加物

6

反応物 4

HCID 887MethanolHCID 14798Sodium HydroxideHCID 14851566Ethyl 6-[p-(5-bromopentyloxy)phenoxy]-2,2-dimethylhexanoateHCID 178527819HCID 178527819、化合物

生成物 1

HCID 14327306ethyl 6-[p-[5-(1H-imidazo[4,5-b]pyridin-2-ylthio)pentyloxy]phenoxy]-2,2-dimethylhexanoate収率 32.4%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a mixture of 570 mg 2-mercapto-1H-imidazo[4,5-b]pyridine and 18 ml methanol, was added a mixture of 166 mg sodium hydroxide, 6 ml water and 1.8 g ethyl 6-[p-(5-bromopentyloxy)phenoxy]-2,2-dimethylhexanoate. The resulting mixture was heated under reflux for 12 hours, the solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography, affording 610 mg ethyl 6-[p-[5-(1H-imidazo[4,5-b]pyridin-2-ylthio)pentyloxy]phenoxy]-2,2-dimethylhexanoate as waxy solid.

後処理

  1. additionwas added
  2. temperatureThe resulting mixture was heated
  3. temperatureunder reflux for 12 hours
  4. distillationthe solvent was distilled off under reduced pressure
  5. customthe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-519a95a668a94030af7035c3756cf998
出典データセット
uspto-grants-1990_01
特許番号
US04891432

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