Reaction #11848

Reaction equation

2-fluorobenzyl bromide

2-chloro-4-(2-furyl)-1H-pyrrolo[2,3-d]pyrimidine

NaH

→

title compound

Yield 76.3%

2-chloro-7-(2-fluorobenzyl)-4-(2-furyl)-7H-pyrrol[2,3-d]pyrimidine

Yield 76.3%

Solvents

DMF

Conditions

Workup

1. 1
   workup.STIRRINGstirred at room temperature for 1 h
2. 2
   Otherquenched with water
3. 3
   Extractionextracted with EtOAc
4. 4
   Dryingdried (MgSO4)
5. 5
   Concentrationconcentrated in vacuo
6. 6
   Otherpurified by chromatography (EtOAc:Heptane, 1:4)

Procedure

A solution of 2-chloro-4-(2-furyl)-1H-pyrrolo[2,3-d]pyrimidine (219 mg, 1 mmol) in DMF (2 mL) at 0° C. was treated with NaH (40 mg, 60%, 1 mmol), stirred for 20 min, treated with 2-fluorobenzyl bromide (120 μL, 1 mmol), stirred at room temperature for 1 h, quenched with water, extracted with EtOAc, dried (MgSO4), concentrated in vacuo and purified by chromatography (EtOAc:Heptane, 1:4) to give the title compound (250 mg, 76%) as a cream solid.

Source