تفاعل #167294

معادلة التفاعل

diphenyl-phosphino-propane

potassium tertiary butoxide

1-(2-Chloro-pyridin-4-yl)-3-(4-methyl-pyridin-3-yl)-imidazolidin-2-one

pyrrolidine

→

product

المردود 40.2%

1-(4-Methyl-pyridin-3-yl)-3-(2-pyrrolidin-1-yl-pyridin-4-yl)-imidazolidin-2-one

المردود 40.2%

المذيبات

MeOH

toluene

ظروف التفاعل

المعالجة

1. 1
   أخرىpreviously degassed for 10 minutes
2. 2
   workup.STIRRINGstirring
3. 3
   workup.WAITwas continued for a further 10 minutes
4. 4
   درجة الحرارةThe reaction mixture was heated
5. 5
   درجة الحرارةto reflux for 16 hours
6. 6
   ترشيحfiltered
7. 7
   تركيزthe filtrate was concentrated
8. 8
   أخرىPurification by column chromatography on silica gel (8% MeOH in chloroform)

الإجراء التجريبي

1-(2-Chloro-pyridin-4-yl)-3-(4-methyl-pyridin-3-yl)-imidazolidin-2-one (58A: 100 mg, 0.3463 mmol) and pyrrolidine (0.145 mL, 1.7317 mmol) were added to toluene previously degassed for 10 minutes. The resulting mixture was stirred for 5 minutes. This was followed by the addition of Pd(OAc)2 (4 mg, 0.01732 mmol), diphenyl-phosphino-propane (14.3 mg, 0.03463 mmol) and potassium tertiary butoxide (66 mg, 0.6926 mmol) and stirring was continued for a further 10 minutes. The reaction mixture was heated to reflux for 16 hours. The reaction was monitored by TLC (10% MeOH in CHC13). The reaction mixture was cooled to room temperature, filtered and the filtrate was concentrated. Purification by column chromatography on silica gel (8% MeOH in chloroform) afforded 45 mg of the product (40% yield).

المصدر