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

HRID 247120

반응식

HRID 247120 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d472f0b3857543bf941249551c0b37ea
출처 데이터셋
uspto-grants-1987_11
특허 번호
US04705786

연결된 노트

불러오는 중…