تفاعل #534783

معادلة التفاعل

6-chloro-4,5-diaminopyrimidine

1-naphthalenecarboxylic acid

phosphoryl chloride

→

orange solid

المردود 80.4%

6-chloro-8-(1-naphthyl)-9H-purine

المردود 80.4%

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction was cooled
2. 2
   غسيلthe residue was washed several times with ether
3. 3
   workup.DISSOLUTIONThe residue was dissolved in CH2Cl2
4. 4
   أخرىThe layers were separated
5. 5
   استخلاصthe aqueous was extracted with EtOAc (1×) and CH2Cl2 (1×)
6. 6
   غسيلThe combined organics were washed with saturated aqueous NaHCO3, brine
7. 7
   تجفيفdried (Na2SO4)
8. 8
   ترشيحfiltered
9. 9
   أخرىcollected in vacuo

الإجراء التجريبي

A mixture of 6-chloro-4,5-diaminopyrimidine (519 mg, 0.00359 mol) and 1-naphthalenecarboxylic acid (618 mg, 0.00359 mol) in phosphoryl chloride (2.0 mL, 0.021 mol) was heated at 110° C. under an atmosphere of nitrogen for 5.5 hours. The reaction was cooled and the residue was washed several times with ether. The residue was dissolved in CH2Cl2 and aqueous NaHCO3. The layers were separated and the aqueous was extracted with EtOAc (1×) and CH2Cl2 (1×). The combined organics were washed with saturated aqueous NaHCO3, brine, dried (Na2SO4), filtered, and collected in vacuo to obtain 810 mg (80%) of an orange solid. LC/MS: Rt=1.68 min, ES+ 261 (FA standard).

المصدر