Potassium Carbonate → RS 14203

HRID 861971ノート

反応式

HRID 861971 の反応式
[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

参加物

7

反応物 4

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

生成物 1

HCID 9808563RS 14203収率 52.8%

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
65 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-790ee26f13044181a6017ad3805f8266
出典データセット
uspto-grants-1998_02
特許番号
US05716954

反応ノート

読み込み中…