Water → Tert-butyl [1,1-dimethyl-3-(5-methyl-3-p-tolyl-[1,2,4]triazol-1-yl)-propyl]-carbamate

HRID 29798

반응식

HRID 29798 반응식
[H-].[Na+].[CH3:3][C:4]1[NH:8][N:7]=[C:6]([C:9]2[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=2)[N:5]=1.Cl[CH2:17][CH2:18][C:19]([NH:22][C:23](=[O:29])[O:24][C:25]([CH3:28])([CH3:27])[CH3:26])([CH3:21])[CH3:20].O>CN1C(=O)N(C)CCC1.[I-].C([N+](CCCC)(CCCC)CCCC)CCC.C(OCC)(=O)C>[CH3:21][C:19]([NH:22][C:23](=[O:29])[O:24][C:25]([CH3:28])([CH3:27])[CH3:26])([CH3:20])[CH2:18][CH2:17][N:8]1[C:4]([CH3:3])=[N:5][C:6]([C:9]2[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=2)=[N:7]1

참가 물질

8

반응물 4

HCID 962WaterHCID 24758Sodium hydrideHCID 431667765-Methyl-3-(4-methylphenyl)-1H-1,2,4-triazoleHCID 57429079tert-butyl N-(4-chloro-2-methylbutan-2-yl)carbamate

생성물 1

HCID 69538809Tert-butyl [1,1-dimethyl-3-(5-methyl-3-p-tolyl-[1,2,4]triazol-1-yl)-propyl]-carbamate

시약·촉매·용매 3

HCID 67553Tetrabutylammonium Iodide촉매HCID 8857Ethyl Acetate용매HCID 816462(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl-용매

실험 절차

1.35 g (34 mmol, 60%) sodium hydride are added at 0° C. to a solution of 4.87 g (28 mmol) 5-methyl-3-p-tolyl-[1,2,4]triazole in 40 mL of DMPU. The reaction mixture is heated to ambient temperature and then stirred for one hour. 9.35 g (42 mmol) tert-butyl (3-chloro-1,1-dimethyl-propyl)-carbamate and 1.87 g (5 mmol) tetrabutylammonium iodide are added and the mixture is stirred overnight at ambient temperature and then for 2 hours at 80° C. The mixture is combined with water and ethyl acetate, the aqueous phase is separated off and extracted with ethyl acetate. The combined organic phases are washed with water and sodium chloride solution, dried with sodium sulphate and evaporated down. The residue is purified by column chromatography (silica gel; petroleum ether/ethyl acetate=1:1). Oil. Yield: 2.97 g (30%); mass spectroscopy [M+H]+=359.

후처리

  1. stirringthe mixture is stirred overnight at ambient temperature
  2. waitfor 2 hours at 80° C
  3. customthe aqueous phase is separated off
  4. extractionextracted with ethyl acetate
  5. washThe combined organic phases are washed with water and sodium chloride solution
  6. dry with materialdried with sodium sulphate
  7. customevaporated down
  8. customThe residue is purified by column chromatography (silica gel; petroleum ether/ethyl acetate=1:1)

출처 및 근거

ORD 기록
ord-9abc96cf68074ffdb19d2362b2f5e482
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07423036B2

연결된 노트

불러오는 중…