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Water → 1-[4-(5-Chloro-1H-indol-3-yl)pyridin-1(4H)-yl]ethan-1-one

HRID 866657
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HRID 866657 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:7](Cl)(=[O:9])[CH3:8].[Cl:11][C:12]1[CH:13]=[C:14]2[C:18](=[CH:19][CH:20]=1)[NH:17][CH:16]=[CH:15]2.O>O1CCOCC1>[C:7]([N:1]1[CH:6]=[CH:5][CH:4]([C:15]2[C:14]3[C:18](=[CH:19][CH:20]=[C:12]([Cl:11])[CH:13]=3)[NH:17][CH:16]=2)[CH:3]=[CH:2]1)(=[O:9])[CH3:8]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962Water2회HCID 1049PyridineHCID 6367Acetyl chlorideHCID 871105-Chloroindole

생성물 1

HCID 128313731-[4-(5-Chloro-1H-indol-3-yl)pyridin-1(4H)-yl]ethan-1-one

시약·촉매·용매 1

HCID 312751,4-Dioxane용매2회

실험 절차

27 ml of redistilled pyridine were added at an interior temperature of 8° to 15° C to 120 ml of dioxane and 11.2 ml of acetyl chloride cooled in an ice bath and then a mixture of 22 g of 5-chloro-1H-indole in 120 ml of dioxane was added thereto while keeping the temperature at 10° to 15° C. The mixture was then stirred for 7 hours at room temperature and protected from the light and the mixture was poured into 500 ml of water. The resulting mixture was stirred for 5 minutes and then another 500 ml of water were added thereto. The mixture was filtered and the product was empasted with 40 ml of acetonitrile and then was filtered. The product was rinsed with acetonitrile and once with ether to obtain 13.5 g of 1-acetyl-4-(5-chloro-[1H]-indol-3-yl)-1,4-dihydro-pyridine in the form of a pale yellow solid melting at 202° C.

후처리

  1. temperaturecooled in an ice bath
  2. additionwas added
  3. customat 10° to 15° C
  4. stirringThe resulting mixture was stirred for 5 minutes
  5. filtrationThe mixture was filtered
  6. filtrationwas filtered
  7. washThe product was rinsed with acetonitrile and once with ether

출처 및 근거

ORD 기록
ord-960f8811374d436c8a34e2cec1774efb
출처 데이터셋
uspto-grants-1978_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04100291

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