[4-(4-{[7-(3,5-difluorobenzyl)-7H-pyrrolo[2,3-d]-pyrimidin-2-yl]amino}phenyl)piperazin-1-yl]acetic acid

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Chemical Name:[4-(4-{[7-(3,5-difluorobenzyl)-7H-pyrrolo[2,3-d]-pyrimidin-2-yl]amino}phenyl)piperazin-1-yl]acetic acid
CAS No.:909561-14-4
Molecular Formula:C₂₅H₂₄F₂N₆O₂
Molecular Weight:478.501
Hs Code.:

Synonyms:[4-(4-{[7-(3,5-difluorobenzyl)-7H-pyrrolo[2,3-d]-pyrimidin-2-yl]amino}phenyl)piperazin-1-yl]acetic acid

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Chemical Property of [4-(4-{[7-(3,5-difluorobenzyl)-7H-pyrrolo[2,3-d]-pyrimidin-2-yl]amino}phenyl)piperazin-1-yl]acetic acid

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Technology Process of [4-(4-{[7-(3,5-difluorobenzyl)-7H-pyrrolo[2,3-d]-pyrimidin-2-yl]amino}phenyl)piperazin-1-yl]acetic acid

There total 11 articles about [4-(4-{[7-(3,5-difluorobenzyl)-7H-pyrrolo[2,3-d]-pyrimidin-2-yl]amino}phenyl)piperazin-1-yl]acetic acid 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: 61.0%

: 909561-13-3
ethyl [4-(4-{[7-(3,5-difluorobenzyl)-7H-pyrrolo[2,3-d]-pyrimidin-2-yl]amino}phenyl)piperazin-1-yl]acetate

: 909561-14-4
[4-(4-{[7-(3,5-difluorobenzyl)-7H-pyrrolo[2,3-d]-pyrimidin-2-yl]amino}phenyl)piperazin-1-yl]acetic acid

Guidance literature:: ethyl [4-(4-{[7-(3,5-difluorobenzyl)-7H-pyrrolo[2,3-d]-pyrimidin-2-yl]amino}phenyl)piperazin-1-yl]acetate; With methanol; sodium hydroxide; In tetrahydrofuran; at 50 ℃; for 15h;

With hydrogenchloride; water; In tetrahydrofuran; methanol;
DOI:10.1016/j.bmc.2009.08.021

Reference yield:

: 2,4-dichloro-6-iodo-7H-pyrrolo[2,3-d]pyrimidine

: 909561-14-4
[4-(4-{[7-(3,5-difluorobenzyl)-7H-pyrrolo[2,3-d]-pyrimidin-2-yl]amino}phenyl)piperazin-1-yl]acetic acid

Guidance literature:: Multi-step reaction with 9 steps

1: potassium carbonate; palladium on activated charcoal; hydrogen / ethanol / 4 h

2: dmap; triethylamine / ethanol / 0.5 h

3: palladium on activated charcoal; hydrogen; triethylamine / ethanol

4: trifluoroacetic acid / dichloromethane / 3 h

5: potassium carbonate / dimethyl sulfoxide / 2 h / 60 °C

6: caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; palladium diacetate / 1,4-dioxane / 3 h / 80 °C

7: hydrogenchloride / water; methanol; tetrahydrofuran; ethyl acetate / 13 h / 80 °C

8: potassium carbonate / N,N-dimethyl-formamide / 4 h / 100 °C

9: sodium hydroxide / water; methanol; tetrahydrofuran / 15 h / 50 °C

With hydrogenchloride; dmap; palladium on activated charcoal; hydrogen; palladium diacetate; potassium carbonate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

: 90213-66-4
2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine

: 909561-14-4
[4-(4-{[7-(3,5-difluorobenzyl)-7H-pyrrolo[2,3-d]-pyrimidin-2-yl]amino}phenyl)piperazin-1-yl]acetic acid

Guidance literature:: Multi-step reaction with 8 steps

1: dmap; triethylamine / ethanol / 0.5 h

2: palladium on activated charcoal; hydrogen; triethylamine / ethanol

3: trifluoroacetic acid / dichloromethane / 3 h

4: potassium carbonate / dimethyl sulfoxide / 2 h / 60 °C

5: caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; palladium diacetate / 1,4-dioxane / 3 h / 80 °C

6: hydrogenchloride / water; methanol; tetrahydrofuran; ethyl acetate / 13 h / 80 °C

7: potassium carbonate / N,N-dimethyl-formamide / 4 h / 100 °C

8: sodium hydroxide / water; methanol; tetrahydrofuran / 15 h / 50 °C

With hydrogenchloride; dmap; palladium on activated charcoal; hydrogen; palladium diacetate; potassium carbonate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide;