Potassium Carbonate → HCID 11625162、化合物

HRID 732145ノート

反応式

HRID 732145 の反応式
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[N:11]3[CH2:12][CH2:13][CH2:14][NH:15][C:10]3=[N:9][N:8]=2)=[CH:3][CH:2]=1.Cl[CH2:17][C:18]1[O:22][C:21]([C:23]2[CH:24]=[C:25]([CH:28]=[CH:29][CH:30]=2)[C:26]#[N:27])=[N:20][N:19]=1.C([O-])([O-])=O.[K+].[K+]>CC(=O)CC>[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[N:11]3[CH2:12][CH2:13][CH2:14][N:15]([CH2:17][C:18]4[O:22][C:21]([C:23]5[CH:24]=[C:25]([CH:28]=[CH:29][CH:30]=5)[C:26]#[N:27])=[N:20][N:19]=4)[C:10]3=[N:9][N:8]=2)=[CH:3][CH:2]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 201189383-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]benzonitrileHCID 1361179203-Pyridin-4-yl-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrimidine

生成物 1

HCID 11625162HCID 11625162、化合物収率 16.3%

試薬・触媒・溶媒 1

HCID 6569Methyl Ethyl Ketone溶媒

実験手順

3-pyridin-4-yl-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyrimidine (172 mg, 0.85 mmol) and 3-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]benzonitrile (94 mg, 0.43 mmol) were dissolved in butanone (5 ml) and K2CO3 (118 mg, 0.85 mmol) and KI (35 mg, 0.21 mmol) were added. The reaction mixture was refluxed for 1 h and the solvent was evaporated. The residue was dissolved in K2CO3 (aq., 1M, 25 ml) and was extracted with DCM. The combined organic layers were dried (Na2SO4) and purified with prep. HPLC to give the title compound (27 mg, 16%). 1H NMR: 8.75 (d, 2H), 8.30 (m, 2H), 7.79 (d, 1H), 7.63 (m, 1H), 7.53 (dd, 2H), 5.57 (d, 2H), 4.06 (t, 2H), 3.58 (t, 2H), 1.99 (m, 2H).

後処理

  1. temperatureThe reaction mixture was refluxed for 1 h
  2. customthe solvent was evaporated
  3. dissolutionThe residue was dissolved in K2CO3 (aq., 1M, 25 ml)
  4. extractionwas extracted with DCM
  5. dry with materialThe combined organic layers were dried (Na2SO4)
  6. custompurified with prep

出典と根拠

ORDレコード
ord-881f61bbebc54420bed2df1a8983e1ce
出典データセット
uspto-grants-2009_09
特許番号
US07585881B2

反応ノート

読み込み中…