Allylamine → HCID 15908144, compound

Reaction equation

[CH2:1]([NH:4][C:5]1[C:6]2[S:14][CH:13]=[C:12]([CH:15]([CH3:17])[CH3:16])[C:7]=2[N:8]=[C:9](Cl)[N:10]=1)[CH:2]=[CH2:3].[CH2:18]([NH2:21])[CH:19]=[CH2:20].C(=O)([O-])O.[Na+]>>[CH2:18]([NH:21][C:9]1[N:10]=[C:5]([NH:4][CH2:1][CH:2]=[CH2:3])[C:6]2[S:14][CH:13]=[C:12]([CH:15]([CH3:17])[CH3:16])[C:7]=2[N:8]=1)[CH:19]=[CH2:20]

Participants

Reactant 3

HCID 7853Allylamine

HCID 516892Sodium Bicarbonate

HCID 15908143HCID 15908143, compound

Product 1

HCID 15908144HCID 15908144, compoundYield 89.3%

Procedure

70 mg (0.26 mmol) of 4-allylamino-2-chloro-7-isopropylthieno[3,2-d]pyrimidine and 239 mg (4.2 mmol) of allylamine were heated in a sealed tube at 140° C. for 16 hours. After completion of the reaction, the reaction mixture was allowed to resume room temperature, followed by adding a saturated aqueous sodium hydrogen carbonate solution thereto and extraction with ethyl acetate (30 ml×2). After the organic layer was washed with brine and dried over anhydrous sodium sulfate, the solvent was distilled off. The residue was purified by silica gel chromatography (eluent: ethyl acetate-hexane=1/4) to give 67 mg (yield: 89.3%) of the title compound.