3-bromo-8-[2,6-dichloro-3-[N-(N-bromoacetylglycyl)-N-methylamino]benzyloxy]-2-methylimidazo[1,2-a]pyridine

Base Information

Chemical Name:3-bromo-8-[2,6-dichloro-3-[N-(N-bromoacetylglycyl)-N-methylamino]benzyloxy]-2-methylimidazo[1,2-a]pyridine
CAS No.:160642-74-0
Molecular Formula:C₂₀H₁₈Br₂Cl₂N₄O₃
Molecular Weight:593.102
Hs Code.:

Synonyms:3-bromo-8-[2,6-dichloro-3-[N-(N-bromoacetylglycyl)-N-methylamino]benzyloxy]-2-methylimidazo[1,2-a]pyridine

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Chemical Property of 3-bromo-8-[2,6-dichloro-3-[N-(N-bromoacetylglycyl)-N-methylamino]benzyloxy]-2-methylimidazo[1,2-a]pyridine

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Technology Process of 3-bromo-8-[2,6-dichloro-3-[N-(N-bromoacetylglycyl)-N-methylamino]benzyloxy]-2-methylimidazo[1,2-a]pyridine

There total 9 articles about 3-bromo-8-[2,6-dichloro-3-[N-(N-bromoacetylglycyl)-N-methylamino]benzyloxy]-2-methylimidazo[1,2-a]pyridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 22118-09-8
2-bromoacetyl chloride

: 160642-45-5
8-[3-(N-glycyl-N-methylamino)-2,6-dichlorobenzyloxy]-3-bromo-2-methylimidazo[1,2-a]pyridine

: 160642-74-0
3-bromo-8-[2,6-dichloro-3-[N-(N-bromoacetylglycyl)-N-methylamino]benzyloxy]-2-methylimidazo[1,2-a]pyridine

Guidance literature:: With triethylamine; In dichloromethane; at -60 ℃; for 0.333333h;
DOI:10.1021/jm970591c

Reference yield:

: 5866-97-7
2,6-dichloro-3-nitrobenzaldehyde

: 160642-74-0
3-bromo-8-[2,6-dichloro-3-[N-(N-bromoacetylglycyl)-N-methylamino]benzyloxy]-2-methylimidazo[1,2-a]pyridine

Guidance literature:: Multi-step reaction with 9 steps

1: 92.9 percent / NaBH₄ / methanol / 1 h / 10 °C

2: Et₃N / CH₂Cl₂

3: 95.1 percent / K₂CO₃ / dimethylformamide / 2 h / Ambient temperature

4: 95.1 percent / N-bromosuccinimide / ethanol

5: 77.2 percent / Fe, HCl / methanol / 0.5 h / Heating

6: 95 percent / 4-(dimethylamino)pyridine, pyridine, N-methylpyrrolidine / 2 h / 50 °C

7: 1.) NaH / 1.) DMF, RT, 30 min, 2.) DMF, RT, 30 min

8: 95.8 percent / H₂NNH₂*H₂O / ethanol / 1 h / Heating

9: Et₃N / CH₂Cl₂ / 0.33 h / -60 °C

With 1-Methylpyrrolidine; pyridine; hydrogenchloride; dmap; sodium tetrahydroborate; N-Bromosuccinimide; iron; sodium hydride; potassium carbonate; hydrazine hydrate; triethylamine; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm970591c

Reference yield:

: 160647-01-8
2,6-Dichloro-3-nitrobenzyl alcohol

: 160642-74-0
3-bromo-8-[2,6-dichloro-3-[N-(N-bromoacetylglycyl)-N-methylamino]benzyloxy]-2-methylimidazo[1,2-a]pyridine

Guidance literature:: Multi-step reaction with 8 steps

1: Et₃N / CH₂Cl₂

2: 95.1 percent / K₂CO₃ / dimethylformamide / 2 h / Ambient temperature

3: 95.1 percent / N-bromosuccinimide / ethanol

4: 77.2 percent / Fe, HCl / methanol / 0.5 h / Heating

5: 95 percent / 4-(dimethylamino)pyridine, pyridine, N-methylpyrrolidine / 2 h / 50 °C

6: 1.) NaH / 1.) DMF, RT, 30 min, 2.) DMF, RT, 30 min

7: 95.8 percent / H₂NNH₂*H₂O / ethanol / 1 h / Heating

8: Et₃N / CH₂Cl₂ / 0.33 h / -60 °C

With 1-Methylpyrrolidine; pyridine; hydrogenchloride; dmap; N-Bromosuccinimide; iron; sodium hydride; potassium carbonate; hydrazine hydrate; triethylamine; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm970591c