Formic Acid → HCID 68468798、化合物

HRID 506836ノート

反応式

HRID 506836 の反応式
[CH3:1][O:2][C:3]1[N:8]=[C:7]2[C:9]([C:13]3[N:24]([S:25]([C:28]4[CH:33]=[CH:32][C:31]([CH3:34])=[CH:30][CH:29]=4)(=[O:27])=[O:26])[C:16]4[N:17]=[CH:18][CH:19]=[C:20]([CH:21]=[N:22]O)[C:15]=4[CH:14]=3)=[CH:10][N:11]([CH3:12])[C:6]2=[CH:5][C:4]=1[O:35][CH3:36].C(O)=O.[OH-].[Na+]>C(O)C.O.CO.[Zn]>[CH3:1][O:2][C:3]1[N:8]=[C:7]2[C:9]([C:13]3[N:24]([S:25]([C:28]4[CH:33]=[CH:32][C:31]([CH3:34])=[CH:30][CH:29]=4)(=[O:27])=[O:26])[C:16]4=[N:17][CH:18]=[CH:19][C:20]([CH2:21][NH2:22])=[C:15]4[CH:14]=3)=[CH:10][N:11]([CH3:12])[C:6]2=[CH:5][C:4]=1[O:35][CH3:36]

参加物

8

反応物 3

HCID 284Formic AcidHCID 14798Sodium HydroxideHCID 1363864872-(5,6-dimethoxy-1-methyl-1H-pyrrolo[3,2-b]pyridin-3-yl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-carbaldehyde oxime

生成物 1

HCID 68468798HCID 68468798、化合物

試薬・触媒・溶媒 4

HCID 23994Zinc触媒HCID 702Ethanol溶媒HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

To a solution of 0.5 g of [2-(5,6-dimethoxy-1-methyl-1H-pyrrolo[3,2-b]pyridin-3-yl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-carbaldehyde oxime in 30 cm3 of ethanol and 25 cm3 of water, at a temperature in the region of 20° C., are added 0.65 g of zinc and 17.5 cm3 of concentrated formic acid. The reaction medium is stirred at room temperature for 8 days. The reaction medium is concentrated under reduced pressure. The residue obtained is taken up in methanol, basified with sodium hydroxide (30%) to pH=9-10 and then filtered through Celite. The filtrate is concentrated under reduced pressure and the residue obtained is purified by flash-pack chromatography (SiO2, dichloromethane/methanol 95/05 by volume as eluents). 0.1 g of [2-(5,6-dimethoxy-1-methyl-1H-pyrrolo[3,2-b]pyridin-3-yl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]methylamine is obtained with the following characteristics:

後処理

  1. concentrationThe reaction medium is concentrated under reduced pressure
  2. customThe residue obtained
  3. filtrationfiltered through Celite
  4. concentrationThe filtrate is concentrated under reduced pressure
  5. customthe residue obtained
  6. customis purified by flash-pack chromatography (SiO2, dichloromethane/methanol 95/05 by volume as eluents)

出典と根拠

ORDレコード
ord-bce1dc6cb1564944986e9266f455d9bc
出典データセット
uspto-grants-2010_08
特許番号
US07786114B2

反応ノート

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