SGT-263 (CUMYL-5F-P7AICA)

William D.

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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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Muito obrigado! Podem dar-me as proporções para 1kg de produto final?
 

MuricanSpirit

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Basta multiplicar tudo por 370x (1000g/0,37g = 370 ratio) como "regra básica".

Claro que tenho a certeza de que alguns solventes permitem uma mistura de maior densidade, por exemplo, não precisa de 370x mais acetato de etilo, mas nota-se rapidamente quando a solução está demasiado saturada, mas tenha em mente que mais calor permite uma maior saturação (não sei bem porquê).
 

onionexpress

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Obrigado por isso, fico-lhe grato. Mas sou novato e preciso de informações específicas para evitar erros.
 

onionexpress

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Alguém pode carregar um vídeo tutorial? Sou novato e não quero saber todos os passos (incluindo o equipamento necessário). Ficaria muito grato, muito obrigado
 

00000000

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Posso enviar-me para o meu e-mail?
 

BackstagePanther

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Olá, este é o análogo da 5F-CUMYL-PEGACLONE (5F-SGT-151)?
Tenciona fazer também uma síntese do mesmo? Seria mais do que interessante.
Obrigado pelo vosso excelente trabalho.
 

G.Patton

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Tem um esqueleto de carbono diferente
 

BackstagePanther

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Acabei de me aperceber que a base do 5F-SGT-151 contém um terceiro anel de benzeno. A carregar a nomenclatura.
Estava a pensar se o 5F-SGT-151 poderia ser fabricado e, em vez de 1-bromo-5-fluoropentano usado como cauda,
poderíamos usar 1-bromo-6-fluorohexano. Será que isto nos daria uma afinidade/efeitos receptores ainda maiores?
 

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G.Patton

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De acordo com estes dados, eu diria que sim, mas é apenas uma hipótese.
 
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Lordseeds

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Sim, penso que isso será suficiente. Tenho outra pergunta. Quais são os canabinóides mais fortes?
 

king of synthesis

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Olá,
A piridina é uma alternativa ao terc-butóxido de potássio nesta reação?
 

jejekororun

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