4-Methylmorpholine → HCID 53379822、化合物

HRID 1428918ノート

反応式

HRID 1428918 の反応式
F[P-](F)(F)(F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2N=CC=CC=2N=N1.CN1CCOCC1.[CH3:32][O:33][CH2:34][CH2:35][N:36]1[C:40]([CH3:41])=[C:39]([C:42]([OH:44])=O)[N:38]=[N:37]1.[CH3:45][NH:46][C:47]1[CH:52]=[CH:51][N:50]=[N:49][CH:48]=1>CN(C=O)C>[CH3:32][O:33][CH2:34][CH2:35][N:36]1[C:40]([CH3:41])=[C:39]([C:42]([N:46]([CH3:45])[C:47]2[CH:52]=[CH:51][N:50]=[N:49][CH:48]=2)=[O:44])[N:38]=[N:37]1

参加物

6

反応物 4

HCID 79724-MethylmorpholineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 23080684N-methylpyridazin-4-amineHCID 62054042HCID 62054042、化合物

生成物 1

HCID 53379822HCID 53379822、化合物収率 67%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

O-(7-Azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphat (HATU; 1.23 g, 3.24 mmol, 3.00 eq) and N-methylmorpholine (0.71 ml, 0.66 g, 6.5 mmol, 6.0 eq) was added to a solution of 1-(2-methoxyethyl)-5-methyltriazole-4-carboxylic acid (200 mg, 1.08 mmol) and N-methylpyridazin-4-amine (118 mg, 1.08 mmol, 1.00 eq) in DMF (2.5 ml) and the mixture was stirred at room temperature for 4 d. After removal of the solvent, the residue was dissolved in dichloromethane, washed twice with sat. aq. NaHCO3 sol. and once with brine and dried over Na2SO4. Removal of the solvent under vacuum and chromatographic purification (CH:EtOAc) gave the title compound as a brown oil (200 mg, 64%, 95% purity).

後処理

  1. customAfter removal of the solvent
  2. dissolutionthe residue was dissolved in dichloromethane
  3. washwashed twice with sat. aq. NaHCO3 sol. and once with brine
  4. dry with materialdried over Na2SO4
  5. customRemoval of the solvent
  6. customunder vacuum and chromatographic purification (CH:EtOAc)

出典と根拠

ORDレコード
ord-6a2dc1d44a664c058abd62ba700e2ac4
出典データセット
uspto-grants-2015_01
特許番号
US08937177B2

反応ノート

読み込み中…