N-Methylbenzylamine → 3-(N-benzyl-N-methylamino)methyl-5-cyanomethyl-1,2,4-oxadiazole

HRID 247120

反応式

HRID 247120 の反応式
C1C2[CH:6]([C:8]3[O:12][N:11]=[C:10](N)[N:9]=3)[CH2:7][N:3](C2)C1.[CH3:14][NH:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[CH2:23](N(CC)CC)C>C1COCC1>[CH2:16]([N:15]([CH2:23][C:10]1[N:9]=[C:8]([CH2:6][C:7]#[N:3])[O:12][N:11]=1)[CH3:14])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

参加物

5

反応物 3

HCID 7669N-MethylbenzylamineHCID 8471TriethylamineHCID 1639383-(3-Amino-1,2,4-oxadiazol-5-yl)-1-azabicyclo(2.2.1)heptane

生成物 1

HCID 201612213-(N-benzyl-N-methylamino)methyl-5-cyanomethyl-1,2,4-oxadiazole収率 51.7%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A stirred solution of 8.0 g of the oxadiazole prepared above, 9.26 g of N-methylbenzylamine and 10.32 g of triethylamine in 50 ml of THF was allowed to stand at room temperature overnight. The reaction mixture was concentrated in vacuo and the residue was dissolved in ethyl acetate. The resultant solution was washed with water, dried and evaporated in vacuo. The residue was chromatographed on silica gel using benzeneethyl acetate (2:1) as eluent to give 5.56 g of 3-(N-benzyl-N-methylamino)methyl-5-cyanomethyl-1,2,4-oxadiazole as an oil.

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. washThe resultant solution was washed with water
  4. customdried
  5. customevaporated in vacuo
  6. customThe residue was chromatographed on silica gel using benzeneethyl acetate (2:1) as eluent

出典と根拠

ORDレコード
ord-d472f0b3857543bf941249551c0b37ea
出典データセット
uspto-grants-1987_11
特許番号
US04705786

関連ノート

読み込み中…