ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Potassium Carbonate → Pyrazolo[4,3-h]quinazoline-3-carboxamide, 35

HRID 44634
ノート
印刷プレビュー

反応式

HRID 44634 の反応式
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]2[CH:10]=[C:11]([NH2:15])[CH:12]=[CH:13][CH:14]=2)[CH2:4][CH2:3]1.[CH3:16][NH:17][C:18]([C:20]1[C:24]2[C:25]([CH3:37])([CH3:36])[CH:26](CC)[C:27]3[CH:28]=[N:29][C:30](I)=[N:31][C:32]=3[C:23]=2[N:22]([CH3:38])[N:21]=1)=[O:19].C([O-])([O-])=O.[K+].[K+]>CC([O-])=O.CC([O-])=O.[Pd+2].CN(C)C=O>[CH3:16][NH:17][C:18]([C:20]1[C:24]2[C:25]([CH3:36])([CH3:37])[CH2:26][C:27]3[CH:28]=[N:29][C:30]([NH:15][C:11]4[CH:12]=[CH:13][CH:14]=[C:9]([CH2:8][N:5]5[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]5)[CH:10]=4)=[N:31][C:32]=3[C:23]=2[N:22]([CH3:38])[N:21]=1)=[O:19]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 64841863-[(4-Methylpiperazin-1-yl)methyl]anilineHCID 86630222ethyl 8-iodo-1,4,4-trimethyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylic acid methylamide

生成物 1

HCID 44236110Pyrazolo[4,3-h]quinazoline-3-carboxamide, 35収率 62.2%

試薬・触媒・溶媒 2

HCID 167845
palladium(II) acetate
触媒
HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
80 °C

実験手順

Pd(OAc)2 (16.34 mg, 0.0728 mmol), (±)-BINAP (45.33 mg, 0.0728 mmol) and dimethylformamide (12 mL) were charged in a round-bottom flask flushed with argon. The mixture was stirred under argon for 30 minutes. Then 3-(4-methyl-piperazin-1-ylmethyl)-phenylamine (448.4 mg, 2.184 mmol), ethyl 8-iodo-1,4,4-trimethyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylic acid methylamide (300 mg, 0.728 mmol), K2CO3 (1.508 g, 10.910 mmol) and dimethylformamide (10 mL) were added. The resulting mixture was heated to 80° C. in an oil bath under argon with good stirring for 3 hours. After cooling to room temperature, the reaction mixture was filtered by suction filtration washing with dichloromethane and the filtrate was evaporated to dryness. The crude was purified by flash chromatography on silica gel (eluant; dichloromethane/methanol 95:5) to afford 215 mg (yield 62%) of pure title compound.

後処理

  1. customflushed with argon
  2. stirringwith good stirring for 3 hours
  3. temperatureAfter cooling to room temperature
  4. filtrationthe reaction mixture was filtered by suction filtration
  5. washwashing with dichloromethane
  6. customthe filtrate was evaporated to dryness
  7. customThe crude was purified by flash chromatography on silica gel (eluant; dichloromethane/methanol 95:5)

出典と根拠

ORDレコード
ord-46b6f899c1b346f6859ceac5aeae3666
出典データセット
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08541429B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート