تفاعل #2018016

معادلة التفاعل

5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester

potassium carbonate

2-Iodo-4-methyl-thiazole

→

title compound

المردود 36.0%

5-(4-Methyl-thiazol-2-yl)-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester

المردود 36.0%

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   أخرىThe solvent was removed in vacuo
2. 2
   غسيلThe mixture was washed twice with water
3. 3
   استخلاصThe aqueous layer was extracted once with ethyl acetate
4. 4
   تجفيفThe combined organic layers were dried over Na2SO4
5. 5
   ترشيحfiltered
6. 6
   أخرىthe solvent was removed in vacuo
7. 7
   أخرىThe crude oil was purified on a 50 g Flashpack cartridge (Eluent: Heptane/AcOEt)

الإجراء التجريبي

A mixture containing 3.2 mmol 5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester, 15.9 mmol potassium carbonate, 3.8 mmol 2-Iodo-4-methyl-thiazole (CAS: 34203-25-3) and 0.1 mmol tetrakistriphenylphosphine in 11 ml degazed DMF was stirred at 90° C. for 43 hours. The solvent was removed in vacuo. The residue was taken in ethyl acetate. The mixture was washed twice with water. The aqueous layer was extracted once with ethyl acetate. The combined organic layers were dried over Na2SO4, filtered and the solvent was removed in vacuo. The crude oil was purified on a 50 g Flashpack cartridge (Eluent: Heptane/AcOEt) to afford the title compound as a white solid (36% yield). MS (m/e): 316.1 (M+, 100%)

المصدر