Ammonium Acetate → 7-(1H-Indazol-5-yl)-5-methyl-2,3,4,7-tetrahydrothieno[3,2-b]pyridine-6-carbonitrile-1,1-dioxide

HRID 408550ノート

反応式

HRID 408550 の反応式
[S:1]1(=[O:8])(=[O:7])[CH2:5][CH2:4][C:3](=O)[CH2:2]1.[NH:9]1[C:17]2[C:12](=[CH:13][C:14](/[CH:18]=[C:19](/[C:22](=O)[CH3:23])\[C:20]#[N:21])=[CH:15][CH:16]=2)[CH:11]=[N:10]1.C([O-])(=O)C.[NH4+:29]>C(O)(=O)C>[NH:9]1[C:17]2[C:12](=[CH:13][C:14]([CH:18]3[C:19]([C:20]#[N:21])=[C:22]([CH3:23])[NH:29][C:3]4[CH2:4][CH2:5][S:1](=[O:8])(=[O:7])[C:2]3=4)=[CH:15][CH:16]=2)[CH:11]=[N:10]1

参加物

5

反応物 3

HCID 517165Ammonium AcetateHCID 5150067dihydrothiophen-3(2H)-one 1,1-dioxideHCID 66725268(2E)-2-(1H-Indazol-5-ylmethylidene)-3-oxobutanenitrile

生成物 1

HCID 469112177-(1H-Indazol-5-yl)-5-methyl-2,3,4,7-tetrahydrothieno[3,2-b]pyridine-6-carbonitrile-1,1-dioxide

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

127 mg (0.947 mmol) dihydrothiophen-3(2H)-one-1,1-dioxide, 266 mg (0.947 mmol) (2E)-2-(1H-indazol-5-ylmethylidene)-3-oxobutanenitrile (Example 8A) and 88 mg (1.136 mmol) ammonium acetate in acetic acid (5 ml) were heated to reflux overnight. After cooling, the mixture was evaporated to dryness, and the residue was purified by preparative RP-HPLC (acetonitrile/water gradient) to yield 16 mg (5% of th.) of the title compound.

後処理

  1. temperatureto reflux overnight
  2. temperatureAfter cooling
  3. customthe mixture was evaporated to dryness
  4. customthe residue was purified by preparative RP-HPLC (acetonitrile/water gradient)

出典と根拠

ORDレコード
ord-2bc8ea5121704e49a42ab2d1caa86624
出典データセット
uspto-grants-2014_06
特許番号
US08759341B2

反応ノート

読み込み中…