Sodium Methoxide → N-[2-(5-amino-1-methylpyrazol-4-yl)ethyl]formamide

HRID 349530ノート

反応式

HRID 349530 の反応式
Cl.Cl.[NH2:3][C:4]1[N:8]([CH3:9])[N:7]=[CH:6][C:5]=1[CH2:10][CH2:11][NH2:12].[CH3:13][O-:14].[Na+]>CO>[NH2:3][C:4]1[N:8]([CH3:9])[N:7]=[CH:6][C:5]=1[CH2:10][CH2:11][NH:12][CH:13]=[O:14]

参加物

4

反応物 2

HCID 10942334Sodium MethoxideHCID 179619764-(2-Aminoethyl)-1-methyl-1H-pyrazol-5-amine dihydrochloride

生成物 1

HCID 17962016N-[2-(5-amino-1-methylpyrazol-4-yl)ethyl]formamide

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

To a solution of 2-(5-amino-1-methylpyrazol-4-yl)ethylamine dihydrochloride (2.98 g, 14 mmol) in methanol (50 ml) was added 28% sodium methoxide solution in methanol (5.4 ml, 28 mmol). The mixture was filtered through Celite, and the filtrate was concentrated in vacuo. A mixture of the residue and ethyl formate (80 ml) was stirred under reflux for 16 hours. To the reaction mixture was added chloroform, and the mixture was filtered through Celite. The filtrate was concentrated in vacuo to give N-[2-(5-amino-1-methylpyrazol-4-yl)ethyl]formamide (2.7 g) as a brown oil. 1H-NMR(CDCl3) δ2.57 (2H, t, J=6.9 Hz), 3.40–3.44 (2H, m), 3.67(3H, s), 5.77 (1H, br), 7.15 (1H, s), 8.16 (1H, s)

後処理

  1. filtrationThe mixture was filtered through Celite
  2. concentrationthe filtrate was concentrated in vacuo
  3. additionA mixture of the residue and ethyl formate (80 ml)
  4. temperatureunder reflux for 16 hours
  5. additionTo the reaction mixture was added chloroform
  6. filtrationthe mixture was filtered through Celite
  7. concentrationThe filtrate was concentrated in vacuo

出典と根拠

ORDレコード
ord-f28bde5c0d784326a4183e55f98b970d
出典データセット
uspto-grants-2007_02
特許番号
US07179801B2

反応ノート

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