2-(6-(Benzyloxy)-3-nitropyridin-2-yl)acetonitrile → HCID 58386519、化合物

HRID 74612ノート

反応式

HRID 74612 の反応式
[CH2:1]([O:8][C:9]1[N:14]=[C:13]([CH2:15][C:16]#[N:17])[C:12]([N+:18]([O-])=O)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H][H]>[Ni].CCO.C(O)(=O)C>[NH2:18][C:12]1[C:13]([CH2:15][C:16]#[N:17])=[N:14][C:9]([O:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[CH:10][CH:11]=1

参加物

6

反応物 2

HCID 146572592-(6-(Benzyloxy)-3-nitropyridin-2-yl)acetonitrileHCID 178418361HCID 178418361、化合物

生成物 1

HCID 58386519HCID 58386519、化合物

試薬・触媒・溶媒 3

HCID 935Nickel触媒HCID 176Acetic Acid溶媒HCID 702Ethanol溶媒

実験手順

11 g (40 mmol) (6-benzyloxy-3-nitro-pyridin-2-yl)-acetonitrile and 1.7 g Raney nickel (washed with abs. EtOH) in 120 mL EtOH and 50 mL acetic acid were hydrogenated at RT in a hydrogen atmosphere of 3 bar. The catalyst was filtered off and the filtrate was evaporated down. The residue was combined with 30 mL water and adjusted to pH=10 with solid sodium carbonate. The aqueous phase was extracted several times with EtOAc. The combined organic phases were dried on magnesium sulphate, filtered and evaporated down. The residue was purified by flash chromatography. The product-containing fractions were combined and evaporated down.

後処理

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated down
  3. extractionThe aqueous phase was extracted several times with EtOAc
  4. customThe combined organic phases were dried on magnesium sulphate
  5. filtrationfiltered
  6. customevaporated down
  7. customThe residue was purified by flash chromatography
  8. customevaporated down

出典と根拠

ORDレコード
ord-63bed0b2748b46bf8273e7ef027584f4
出典データセット
uspto-grants-2014_09
特許番号
US08829006B2

反応ノート

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