Potassium Carbonate → HCID 11625162, 화합물

HRID 732145노트

반응식

HRID 732145 반응식
[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

참가 물질

5

반응물 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

생성물 1

HCID 11625162HCID 11625162, 화합물수율 16.3%

시약·촉매·용매 1

HCID 6569Methyl Ethyl Ketone용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-881f61bbebc54420bed2df1a8983e1ce
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07585881B2

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