반응 #61689

반응 방정식

4-Chloro-7,7a-dihydro-5-iodo-7-isopropyl-4aH-pyrrolo[2,3-d]pyrimidine

methylamine

→

desired product

수율 85.0%

7,7a-Dihydro-5-iodo-7-isopropyl-N-methyl-4aH-pyrrolo[2,3-d]pyrimidin-4-amine

수율 85.0%

용매

THF

반응 조건

후처리

1. 1
   workup.WAITthe reaction was left
2. 2
   기타The volatiles were removed in vacuo
3. 3
   workup.DISSOLUTIONthe residue was dissolved in methanol
4. 4
   workup.ADDITION5 ml silica gel were added
5. 5
   기타the volatiles were removed in vacuo
6. 6
   기타The adhered product was purified by silica gel chromatography (ethyl acetate:hexanes)
7. 7
   기타evaporated in vacuo

실험 절차

4-Chloro-7,7a-dihydro-5-iodo-7-isopropyl-4aH-pyrrolo[2,3-d]pyrimidine (0.3 g, 0.93 mmol) from above was placed within a 15 ml pressure tube. 2 M methylamine in THF (15 ml) was added, and the reaction was left to stir overnight. The volatiles were removed in vacuo, and the residue was dissolved in methanol, 5 ml silica gel were added, and the volatiles were removed in vacuo. The adhered product was purified by silica gel chromatography (ethyl acetate:hexanes), and the requisite fractions were pooled and evaporated in vacuo to yield the desired product (0.25 g, 85% yield). 1H NMR (399.6 MHz, CDCl3) δ 1.43 (6H, d, J=6.8 Hz), 3.13 (3H, d, J=4.8 Hz), 5.0 (1H, sp, J=6.8 Hz), 7.02 (1H, s), 8.35 (1H, s).

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