Potassium Carbonate → RS 14203

HRID 861971노트

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HRID 861971 반응식
[N+:1]([C:4]1[CH:5]=[C:6]([C:10]2[C:15]3[N:16]=[CH:17][CH:18]=[CH:19][C:14]=3[C:13](=[O:20])[NH:12][N:11]=2)[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].[H-].[Na+].Cl.[N:24]1[CH:29]=[CH:28][C:27]([CH2:30]Cl)=[CH:26][CH:25]=1.C(=O)([O-])[O-].[K+].[K+]>CN1CCCC1=O.C1(C)C=CC=CC=1>[N:24]1[CH:29]=[CH:28][C:27]([CH2:30][N:12]2[C:13](=[O:20])[C:14]3[CH:19]=[CH:18][CH:17]=[N:16][C:15]=3[C:10]([C:6]3[CH:7]=[CH:8][CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=3)=[N:11]2)=[CH:26][CH:25]=1

참가 물질

7

반응물 4

HCID 11430Potassium CarbonateHCID 24758Sodium hydrideHCID 745704-(Chloromethyl)pyridinium chlorideHCID 197007208-(3-Nitrophenyl) pyrido[2,3-d]pyridazin-5-one

생성물 1

HCID 9808563RS 14203수율 52.8%

시약·촉매·용매 2

HCID 1140Toluene용매HCID 13387N-methyl-2-pyrrolidone용매

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온도
65 °C

실험 절차

8-(3-nitrophenyl)-pyrido[2,3-d]pyridazin-5-one (5.12 g, 19.1 moles), sodium hydride (50% in oil, 1 g, 20.1 moles) were mixed in 100 mL of 1-methyl-2-pyrrolidone and the mixture heated to 65° C. In a separatory funnel, 4-picolyl chloride hydrochloride (4.5 g, 27.4 mmoles), 20 mL of saturated potassium carbonate and 75 mL of toluene are mixed. After separation, the toluene solution was added to the reaction mixture dropwise over the period of 1 hour. The reaction mixture was diluted with water (250 mL) and extracted twice with ethyl acetate (200 mL). After concentrating the organic fractions, methanol and hexanes (75 mL each) were added and the mixture allowed to stir at room temperature for 17 hours. The material was filtered and dried to yield 5.2 g of 6-(4-pyridylmethyl)-8-(3-nitro-phenyl)-pyrido[2,3-d]pyridazin-5-one.

후처리

  1. customAfter separation
  2. additionthe toluene solution was added to the reaction mixture dropwise over the period of 1 hour
  3. additionThe reaction mixture was diluted with water (250 mL)
  4. extractionextracted twice with ethyl acetate (200 mL)
  5. concentrationAfter concentrating the organic fractions, methanol and hexanes (75 mL each)
  6. additionwere added
  7. filtrationThe material was filtered
  8. customdried

출처 및 근거

ORD 기록
ord-790ee26f13044181a6017ad3805f8266
출처 데이터셋
uspto-grants-1998_02
특허 번호
US05716954

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