反应 #1095872

ord-9665b0c2b78748ebbfec22a4cb61095a

反应方程式

[Cl-].[NH4+]
ammonium chloride
CC#CCOc1cc(Cl)ncn1
4-chloro-6-(2-butynyloxy)pyrimidine
O=C([O-])[O-].[K+].[K+]
potassium carbonate
C[C@@H]1CNC[C@H](C)C1.Cl
cis-3,5-dimethylpiperidine hydrochloride
CC#CCOc1cc(N2C[C@H](C)C[C@H](C)C2)ncn1
4-(2-butynyloxy)-6-(cis-3,5-dimethylpiperidino)pyrimidine
收率 96.2%

反应条件

温度
70°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    workup.ADDITIONwas added
  2. 2
    温度The reaction mixture was cooled to near room temperature
  3. 3
    萃取the mixture was extracted with tert-butyl methyl ether three times
  4. 4
    洗涤The organic layers were washed with a saturated sodium chloride aqueous solution three times
  5. 5
    干燥The organic layers were dried over anhydrous magnesium sulfate
  6. 6
    浓缩concentrated

实验过程

Into 3 ml of N,N-dimethylformamide was resolved 0.3 g of 4-chloro-6-(2-butynyloxy)pyrimidine, 0.57 g of potassium carbonate and 0.25 g of cis-3,5-dimethylpiperidine hydrochloride was added therein, and the mixture was stirred for 40 minutes at 70° C. The reaction mixture was cooled to near room temperature, a saturated ammonium chloride aqueous solution was added therein, and the mixture was extracted with tert-butyl methyl ether three times. The organic layers were washed with a saturated sodium chloride aqueous solution three times. The organic layers were dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.41 g of 4-(2-butynyloxy)-6-(cis-3,5-dimethylpiperidino)pyrimidine (hereinafter, referred to as Compound (23)).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07973028B2uspto-grants-2011_07