Triethylamine → 6-methyl-N-tetrahydro-2H-pyran-4-yl-1H-indazole-5-carboxamide

HRID 1269871ノート

反応式

HRID 1269871 の反応式
Cl.[O:2]1[CH2:7][CH2:6][CH:5]([NH2:8])[CH2:4][CH2:3]1.C(N(CC)CC)C.ON1C2C=CC=CC=2N=N1.Cl.C(N=C=NCCCN(C)C)C.[CH3:38][C:39]1[CH:47]=[C:46]2[C:42]([CH:43]=[N:44][NH:45]2)=[CH:41][C:40]=1[C:48](O)=[O:49].C(=O)([O-])O.[Na+]>CN(C)C=O.C(OCC)(=O)C>[CH3:38][C:39]1[CH:47]=[C:46]2[C:42]([CH:43]=[N:44][NH:45]2)=[CH:41][C:40]=1[C:48]([NH:8][CH:5]1[CH2:6][CH2:7][O:2][CH2:3][CH2:4]1)=[O:49]

参加物

9

反応物 6

HCID 8471TriethylamineHCID 757711-HydroxybenzotriazoleHCID 516892Sodium BicarbonateHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 229340406-methyl-1H-indazole-5-carboxylic acidHCID 441186934-Aminotetrahydropyran hydrochloride

生成物 1

HCID 694301826-methyl-N-tetrahydro-2H-pyran-4-yl-1H-indazole-5-carboxamide収率 91.3%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Tetrahydro-2H-pyran-4-ylamine monohydrochloride (0.0402 g, 0.292 mmol), triethylamine (0.07 ml, 0.5 mmol), 1-hydroxybenztriazole (0.0460 g, 0.340 mmol) and 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide monohydrochloride (0.0606 g, 0.316 mmol) were added to a solution of 6-methyl-1H-indazole-5-carboxylic acid (0.0437 g, 0.248 mmol) in N,N-dimethylformamide (2 ml) and stirred overnight. A saturated aqueous sodium hydrogencarbonate solution was added thereto, followed by extraction with chloroform (×3), and the extract solution was dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, followed by replacement with toluene (three times), whereby a solid was precipitated. The solid obtained was suspended in ethyl acetate and stirred to be washed, and then it was collected by filtration and dried under reduced pressure to obtain 6-methyl-N-tetrahydro-2H-pyran-4-yl-1H-indazole-5-carboxamide (0.0587 g, 91%).

後処理

  1. extractionfollowed by extraction with chloroform (×3)
  2. dry with materialthe extract solution was dried over anhydrous sodium sulfate
  3. distillationThe solvent was distilled off under reduced pressure
  4. customwas precipitated
  5. customThe solid obtained
  6. stirringstirred
  7. washto be washed
  8. filtrationit was collected by filtration
  9. customdried under reduced pressure

出典と根拠

ORDレコード
ord-0474f5a605cd4320b64217c21d4b0fd8
出典データセット
uspto-grants-2007_04
特許番号
US07199147B2

反応ノート

読み込み中…