SGT-263 (CUMIL-5F-P7AICA)

William D.

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Reaction scheme:
0x58bGwhPS

Synthesis:
1. A solution of 1H-pyrrolo[2, 3-b]pyridine-3-carboxylic acid (0.49 g, 3 mmol), oxalyl chloride (0.6 mL, 7.2 mmol), and DMF (1 mL) in dichloromethane (20 mL) was stirred for 20 min.
2. The mixture was evaporated and then redissolved in methanol (20 mL) and stirred for 40 min.
3. The mixture was evaporated and then extracted with ethyl acetate.
4. The organic phase was washed with saturated sodium bicarbonate solution and dried with Na2SO4, and the solvent was removed in vacuo to yield the white solid (0.36 g, 68%).
5. A solution of Step 4 (0.36 g, 2 mmol), potassium t-butoxide (0.27 g, 2.4 mmol), and 1-bromo-5-fluoropentane (1.6 g,9.5 mmol) in THF (20 mL) was stirred for 24 h.
6. The mixture was extracted with ethyl acetate.
7. The organic phase was washed with brine and dried with Na2SO4, and the solvent was removed in vacuo.
8. The residue was purified by silica gel chromatography with stepwise gradient elution of n-hexane/ethyl acetate (3:1–2:1–1:1, v/v) to yield the white solid (0.35 g, 65%).
9. A solution of step 8 (0.35 g, 1.3 mmol) and 6 mol/L sodium hydroxide solution (10 mL) in methanol/THF (2:1,v/v, 15 mL) was stirred for 1.5 days.
10. The mixture was evaporated, added to water, and then washed with ethyl acetate.
11. A solution of 1 mol/L hydrochloric acid was added to the aqueous phase, and the mixture was extracted with ethyl acetate.
12. The organic phase was washed with brine and dried with Na2SO4, and the solvent was removed in vacuo to yield the white solid (0.39 g, quant.)
13. A solution of step 12 (0.39 g, 1.3 mmol), oxalyl chloride (3 mmol), and DMF (1 mL) in dichloromethane (12 mL) was stirred for 10 min.
14. The mixture was evaporated and then redissolved in dichloromethane (10 mL).
15. Cumylamine (2 mmol) and triethylamine (0.5 mL) were added to the solution and stirred for 15 h.
16. The mixture was evaporated and then extracted with ethyl acetate.
17. The organic phase was washed with 0.1 mol/L hydrochloric acid solution, saturated sodium bicarbonate solution and brine, and then dried with Na2SO4, and the solvent was removed in vacuo to yield the white solid (0.37 g, 77%).
 
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onionexpress

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Muchas gracias. ¿Pueden darme las proporciones para 1 kg de producto final?
 

MuricanSpirit

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Basta con multiplicar todo por 370x (1000g/0,37g = 370 de proporción) como "regla básica".

Por supuesto, estoy seguro de que algunos disolventes permiten una mezcla de mayor densidad, por ejemplo, usted no necesita 370x más de acetato de etilo, pero se nota rápidamente cuando la solución está sobresaturada, pero tenga en cuenta más calor permite una mayor saturación (no estoy seguro de por qué).
 

onionexpress

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Gracias, se lo agradezco. Pero soy novato y necesito información específica para evitar errores.
 

onionexpress

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¿Alguien puede subir un vídeo tutorial? Soy novato y no quiero saber todos los pasos (incluido el equipo necesario). Muchas gracias
 

00000000

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me puede enviar a pls gracias.
 

BackstagePanther

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Hola, ¿se trata de un análogo de la 5F-CUMIL-PEGACLONA (5F-SGT-151)?
¿Tienes intención de subir también una síntesis del mismo? Sería más que interesante.
Gracias por su tremendo trabajo.
 

G.Patton

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Tiene diferente esqueleto de carbono
 

BackstagePanther

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Oh, me acabo de dar cuenta, la base de 5F-SGT-151 contiene y todo un 3er anillo de benceno. Cargando nomenclatura.
Me preguntaba si el 5F-SGT-151 podría ser elaborado y en lugar de 1-bromo-5-fluoropentano utilizado como cola,
podríamos usar 1-bromo-6-fluorohexano. ¿Nos daría esto una mayor afinidad/efectos en el receptor?
 

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G.Patton

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Según estos datos, yo diría que sí, pero es sólo una hipótesis.
 
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Lordseeds

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Sí, creo que será suficiente. Tengo otra pregunta. ¿Cuáles son los cannabinoides más potentes?
 

king of synthesis

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Hola,
¿Es la piridina alternativa al terc butóxido potásico en esta reacción?
 

jejekororun

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I am interested in the synthesis of 5F-adb is there a simple reliable recipe?
 
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