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

1,2-Dichloroethane → 4-(4-Chlorophenyl)-N-1H-indazol-5-yl-2-methyl-6-oxo-1,4,5,6-tetrahydro-3-pyridinecarboxamide

HRID 734668
ノート
印刷プレビュー

反応式

HRID 734668 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:13][C:12](=[O:14])[NH:11][C:10]([CH3:15])=[C:9]2[C:16]([OH:18])=O)=[CH:4][CH:3]=1.[NH:19]1[C:27]2[C:22](=[CH:23][C:24]([NH2:28])=[CH:25][CH:26]=2)[CH:21]=[N:20]1.C(Cl)CCl.CCN(CC)CC>CN(C1C=CN=CC=1)C.CN(C=O)C.CCOC(C)=O.Cl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]2[CH2:13][C:12](=[O:14])[NH:11][C:10]([CH3:15])=[C:9]2[C:16]([NH:28][C:24]2[CH:23]=[C:22]3[C:27](=[CH:26][CH:25]=2)[NH:19][N:20]=[CH:21]3)=[O:18])=[CH:6][CH:7]=1
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

9

反応物 4

HCID 111,2-DichloroethaneHCID 8471TriethylamineHCID 880121H-Indazol-5-amineHCID 534357904-(4-Chlorophenyl)-2-methyl-6-oxo-1,4,5,6-tetrahydropyridine-3-carboxylic acid

生成物 1

HCID 113495284-(4-Chlorophenyl)-N-1H-indazol-5-yl-2-methyl-6-oxo-1,4,5,6-tetrahydro-3-pyridinecarboxamide収率 17%

試薬・触媒・溶媒 4

HCID 14284
4-(Dimethylamino)pyridine
触媒
HCID 313Hydrochloric Acid溶媒
HCID 6228Dimethylformamide溶媒
HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C

実験手順

The product of step 2 (494 mg, 1.86 mmol, 1.00 equiv), 1H-indazol-5-amine (296 mg, 2.23 mmol, 1.20 equiv), EDC (426 mg, 2.23 mmol, 1.20 equiv), and DMAP (10 mg, catalytic) were suspended in 8.0 mL DMF. Et3N (0.621 mL, 4.46 mmol, 1.00 equiv) was added and the solution was heated to 80° C. for 2 hours. The reaction mixture was cooled to room temperature and diluted with EtOAc and 1N HCl. The phases were separated, and the organic phase was washed twice with 1N HCl, once with satd. NaHCO3, and once with satd. NaCl. The organic phase was dried over Na2SO4, filtered, and concentrated en vacuo. The residue was purified by flash chromatography (100% EtOAc) to provide 0.120 g (17%) of the title compound as a white solid. MS (ES+) m/e 399 [M+H]+

後処理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. customThe phases were separated
  3. washthe organic phase was washed twice with 1N HCl, once with satd
  4. dry with materialThe organic phase was dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated en vacuo
  7. customThe residue was purified by flash chromatography (100% EtOAc)

出典と根拠

ORDレコード
ord-6b05044855b54cebbf1af22af36cf768
出典データセット
uspto-grants-2009_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07592357B2

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