تفاعل #358867

معادلة التفاعل

N-(2-chloroethyl)-pyrrolidine hydrochloride

5-bromoindoline

N-(2-chloroethyl)-pyrrolidine hydrochloride

ethyldiisopropylamine

→

5-bromo-1-(2-pyrrolidin-1-yl-ethyl)-2,3-dihydro-1H-indole

المذيبات

NaCl

EtOAc

DMF

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction solution is heated to 70° C.
2. 2
   workup.STIRRINGstirred for 4 h at this temperature
3. 3
   استخلاصThe aqueous phase is extracted twice with 50 mL DCM
4. 4
   تجفيفthe combined organic extracts are dried over Na2SO4

الإجراء التجريبي

Under a nitrogen atmosphere 700 mg (3.46 mmol) 5-bromoindoline are added to a solution of 722 mg (4.16 mmol) N-(2-chloroethyl)-pyrrolidine hydrochloride and 1.19 mL (6.93 mmol) ethyldiisopropylamine in 10 mL DMF. The reaction solution is stirred for 21 h at RT and again combined with N-(2-chloroethyl)-pyrrolidine hydrochloride. The reaction solution is heated to 70° C. and stirred for 4 h at this temperature. The solvent is eliminated i.vac. and the residue taken up in 50 mL semisaturated NaCl solution and 50 mL EtOAc. The aqueous phase is extracted twice with 50 mL DCM, the combined organic extracts are dried over Na2SO4 and the solvent is eliminated i.vac.

المصدر