Dimethylformamide → HCID 60376, 화합물

HRID 2285725노트

반응식

HRID 2285725 반응식
Cl.[NH:2]1[CH2:7][CH:6]=[C:5]([C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([N+:17]([O-:19])=[O:18])[CH:15]=3)[NH:10][CH:9]=2)[CH2:4][CH2:3]1.CN(C)C=O.C(=O)([O-])[O-].[Na+].[Na+].Cl[CH2:32][CH:33]1[CH2:35][CH2:34]1>O>[CH:33]1([CH2:32][N:2]2[CH2:3][CH:4]=[C:5]([C:8]3[C:16]4[C:11](=[CH:12][CH:13]=[C:14]([N+:17]([O-:19])=[O:18])[CH:15]=4)[NH:10][CH:9]=3)[CH2:6][CH2:7]2)[CH2:35][CH2:34]1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 10340Sodium CarbonateHCID 80013(Chloromethyl)cyclopropaneHCID 130190085-Nitro-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole--hydrogen chloride (1/1)

생성물 1

HCID 60376HCID 60376, 화합물

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
70 °C

실험 절차

A mixture of 11.88 g of 3-(1,2,3,6-tetrahydro-4-pyridinyl)-5-nitro-1H-indole hydrochloride, 148 ml of dimethylformamide, 12.72 g of sodium carbonate and 4.8 ml of chloromethylcyclopropane was stirred at 70° C. under an inert atmosphere for 23 hours and the mixture was cooled. 450 ml of distilled water were added to the mixture which was then stirred for one hour and was vacuum filtered. The recovered product was rinsed with water and dried to obtain 10.8 g of raw product. The latter was chromatographed over silica gel and was eluted with a 6-3-1 chloroform-acetone-triethylamine mixture to obtain 8.3 g of 3-(1-cyclopropylmethyl-1,2,3,6-tetrahydro-4-pyridinyl)-5-nitro-1H-indole melting at 187°-188° C.

후처리

  1. temperaturethe mixture was cooled
  2. stirringwas then stirred for one hour
  3. filtrationfiltered
  4. washThe recovered product was rinsed with water
  5. customdried
  6. customto obtain 10.8 g of raw product
  7. customThe latter was chromatographed over silica gel
  8. washwas eluted with a 6-3-1 chloroform-acetone-triethylamine mixture

출처 및 근거

ORD 기록
ord-69ab4204c38c4dd0babe9d6f151a630b
출처 데이터셋
uspto-grants-1982_04
특허 번호
US04324790

반응 노트

불러오는 중…