Nitrogen → 2-Acetamido-5-aminopyridine

HRID 865673

反応式

HRID 865673 の反応式
N#N.[C:3]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-])=O)=[CH:9][N:8]=1)(=[O:5])[CH3:4].C([O-])=O.[NH4+]>CN(C=O)C.[Pd].CO>[C:3]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([NH2:13])=[CH:9][N:8]=1)(=[O:5])[CH3:4]

参加物

7

反応物 3

HCID 947NitrogenHCID 3451252-Acetamido-5-nitropyridineHCID 2723923Ammonium formate

生成物 1

HCID 27352192-Acetamido-5-aminopyridine収率 88.2%

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 887Methanol溶媒HCID 6228Dimethylformamide溶媒

実験手順

A N2 covered solution of 1.19 g (6.6 mmol) of the product from Step 1 in 24 ml of DMF was treated with 2.07 g (32.9 mmol) of ammonium formate followed by 0.36 g of palladium on carbon catalyst. After stirring vigorously at room temperature for 17 hours, the reaction was diluted with MeOH and the catalyst was removed by filtration through celite. The filtrate was concentrated in vacuo and the residue was chromatographed over silica gel (3% MeOH: 0.3% NH4OH: CH2Cl2) to yield 0.876 g, m.p. 152°-153.5° C. (88.2%) of the titled product.

後処理

  1. customthe catalyst was removed by filtration through celite
  2. concentrationThe filtrate was concentrated in vacuo
  3. customthe residue was chromatographed over silica gel (3% MeOH: 0.3% NH4OH: CH2Cl2)

出典と根拠

ORDレコード
ord-96c5e8a930fb438ebc8d061ffae6a959
出典データセット
uspto-grants-1996_10
特許番号
US05567722

関連ノート

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