تفاعل #45841

معادلة التفاعل

2-Cyclopentyl-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile

triethylamine

(3S)-3-(dimethylamino)pyrrolidine

→

compound

المردود 48.2%

2-Cyclopentene 7-[(3S)-3-(dimethylamino)pyrrolidinyl]-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile

المردود 48.2%

المذيبات

dimethyl sulfoxide

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةAfter cooling
2. 2
   تركيزthis was concentrated under reduced pressure
3. 3
   workup.ADDITIONdiluted, with chloroform
4. 4
   غسيلwashed with saturated brine
5. 5
   تجفيفThe organic layer was dried over anhydrous magnesium sulfate
6. 6
   أخرىthe solvent was evaporated away under reduced pressure
7. 7
   أخرىThe resulting residue was purified by preparative TLC (chloroform

الإجراء التجريبي

2-Cyclopentyl-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile (I-275) (112 mg, 0.24 mmol) was dissolved in dimethyl sulfoxide (5 ml), then triethylamine (100 μl, 0.36 mmol) and (3S)-3-(dimethylamino)pyrrolidine (93 μl, 0.31 mmol) were added, followed by stirring under nitrogen atmosphere at 95° C. for 4 hours. After cooling, this was concentrated under reduced pressure, diluted, with chloroform, washed with saturated brine. The organic layer was dried over anhydrous magnesium sulfate, then the solvent was evaporated away under reduced pressure. The resulting residue was purified by preparative TLC (chloroform:methanol=10:1, v/v) to obtain the entitled compound (48 mg, 33%) as a white crystal.

المصدر