Ethanol → HCID 67609537、化合物

HRID 925291ノート

反応式

HRID 925291 の反応式
[CH2:1]([N:3]([CH2:21][CH3:22])[CH2:4][CH2:5][O:6][C:7]1[CH:12]=[C:11]([C:13]#[N:14])[N:10]=[C:9]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=2)[CH:8]=1)[CH3:2].C([O-])=O.[NH4+].C(O)C>O.[OH-].[Pd+2].[OH-].[Pd]>[NH2:14][CH2:13][C:11]1[N:10]=[C:9]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=2)[CH:8]=[C:7]([O:6][CH2:5][CH2:4][N:3]([CH2:21][CH3:22])[CH2:1][CH3:2])[CH:12]=1

参加物

6

反応物 3

HCID 702EthanolHCID 2723923Ammonium formateHCID 67609763HCID 67609763、化合物

生成物 1

HCID 67609537HCID 67609537、化合物

試薬・触媒・溶媒 2

HCID 86707187HCID 86707187、化合物触媒HCID 962Water溶媒

反応条件

温度
27 °C

実験手順

A mixture of 4-(2-Diethylamino-ethoxy)-[2,2′]bipyridinyl-6-carbonitrile (1.4 g, 5.22 mmol), Palladium hydroxide-Pd 20%-50% in water (2.25 g, excess), ammonium formate (1.65 g, excess) and ethanol (66 mL) was stirred at 27° C. for 2 hours. The reaction was then filtered thorough celite, washed with methanol (200 mL) and dichloromethane (200 mL) and the organic phase evaporated to dryness affording [2-(6-aminomethyl-[2,2′]bipyridinyl-4-yloxy)-ethyl]diethylamine as an orange oil (1.03 g, 30%, in a ratio 1 to 1 product vs. byproduct).

後処理

  1. filtrationThe reaction was then filtered thorough celite
  2. washwashed with methanol (200 mL) and dichloromethane (200 mL)
  3. customthe organic phase evaporated to dryness

出典と根拠

ORDレコード
ord-a280255525fc40b8acdfb9c28f94c348
出典データセット
uspto-grants-2016_03
特許番号
US09284296B2

反応ノート

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