تفاعل #41257

معادلة التفاعل

product

(3aR,6aR)-5-methyl-1-(4′-(1-trityl-1H-pyrazol-4-yl)biphenyl-4-yl)octahydropyrrolo[3,4-b]pyrrole

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title compound

(3aR,6aR)-1-(4′-(1H-pyrazol-4-yl)biphenyl-4-yl)-5-methyloctahydropyrrolo[3,4-b]pyrrole

المذيبات

formic acid

ظروف التفاعل

المعالجة

1. 1
   تركيزThe mixture was concentrated to dryness
2. 2
   workup.DISSOLUTIONthe residue was dissolved in 10% methanol in dichloromethane
3. 3
   أخرىTwo layers were separated
4. 4
   استخلاصthe aqueous layer was extracted with dichloromethane (2×)
5. 5
   تجفيفThe combined organic layers were dried over sodium sulfate
6. 6
   ترشيحfiltered
7. 7
   تركيزconcentrated under reduced pressure
8. 8
   أخرىThe residue was purified by column chromatography

الإجراء التجريبي

The product of Example 81A (44 mg, 0.075 mmole) was stirred with 3 ml of formic acid for 4 hours. The mixture was concentrated to dryness and the residue was dissolved in 10% methanol in dichloromethane and stirred with saturated sodium bicarbonate. Two layers were separated and the aqueous layer was extracted with dichloromethane (2×). The combined organic layers were dried over sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by column chromatography to provide the title compound. 1H NMR (300 MHz, CDCl3) δ ppm 7.88 (s, 2H) 7.47-7.64 (m, 6H) 6.65 (d, J=8.81 Hz, 2H) 4.11-4.25 (m, 1H) 3.50-3.66 (m, 1H) 3.25-3.37 (m, 1H) 2.92-3.07 (m, 1H) 2.71-2.82 (m, 1H) 2.51-2.69 (m, 3H) 2.34 (s, 3H) 2.13-2.25 (m, 1H) 1.90-2.05 (m, 1H). MS: (M+H)+=345.

المصدر