Quinuclidine, 3-amino-, dihydrochloride → HCID 68154736、化合物

HRID 1020017ノート

反応式

HRID 1020017 の反応式
[CH3:1][N:2]([CH3:19])[C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:14](=[O:15])[CH:13]=[CH:12][C:11]([C:16]([OH:18])=O)=[CH:10]2)=[CH:5][CH:4]=1.Cl.Cl.[NH2:22][CH:23]1[CH:28]2[CH2:29][CH2:30][N:25]([CH2:26][CH2:27]2)[CH2:24]1.C(CC(CC)([NH-])C)C.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>O1CCCC1.CN(C=O)C>[N:25]12[CH2:30][CH2:29][CH:28]([CH2:27][CH2:26]1)[CH:23]([NH:22][C:16]([C:11]1[CH:12]=[CH:13][C:14](=[O:15])[N:9]([C:6]3[CH:5]=[CH:4][C:3]([N:2]([CH3:1])[CH3:19])=[CH:8][CH:7]=3)[CH:10]=1)=[O:18])[CH2:24]2

参加物

7

反応物 4

HCID 197853Quinuclidine, 3-amino-, dihydrochlorideHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 61728386HCID 61728386、化合物HCID 131731373HCID 131731373、化合物

生成物 1

HCID 68154736HCID 68154736、化合物収率 31%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

After 300 mg (1.18 mmol) of 1-(4-dimethylaminophenyl)-1,6-dihydro-6-oxo-3-pyridinecarboxylic acid was dissolved in 20 mL of tetrahydrofuran and 2 mL of DMF, 391 mg (1.96 mmol) of 3-aminoquinuclidine dihydrochloride and 460 mg (3.54 mmol) of diethyliso-propylamide were added to the solution. After the reaction solution was stirred at room temperature for about 30 minutes, 600 g (1.57 mmol) of 0-(benzotriazole-1-yl)-N,N,N′,N′-tetramethyluroniumhexafluorophosphate (HATU) was added to the reaction solution. This reaction solution was stirred at room temperature for about 20 hours. After termination of the reaction was determined by liquid chromatography, the solvent was removed in vacuo, followed by extraction three times with chloroform and an aqueous NaOH solution (pH 12) and purification using liquid chromatography (chloroform:methanol:ammonia water=10:1:0.1) to obtain a target compound (Actual yield: 158 mg, Percent yield: 31%).

後処理

  1. stirringThis reaction solution was stirred at room temperature for about 20 hours
  2. customthe solvent was removed in vacuo
  3. extractionfollowed by extraction three times with chloroform
  4. customan aqueous NaOH solution (pH 12) and purification
  5. customto obtain a target compound (Actual yield: 158 mg, Percent yield: 31%)

出典と根拠

ORDレコード
ord-722e36c15b5b4a1b85824cb52303e634
出典データセット
uspto-grants-2014_05
特許番号
US08716309B2

反応ノート

読み込み中…