tert-butyl 4-((7-(4-bromophenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)oxy)piperidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl 4-((7-(4-bromophenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)oxy)piperidine-1-carboxylate
• CAS No.: 1416272-92-8
• Molecular Formula: C₂₂H₂₅BrN₄O₃
• Molecular Weight: 473.369

Synonyms:tert-butyl 4-((7-(4-bromophenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)oxy)piperidine-1-carboxylate

Chemical Property of tert-butyl 4-((7-(4-bromophenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)oxy)piperidine-1-carboxylate

Chemical Property:

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Technology Process of tert-butyl 4-((7-(4-bromophenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)oxy)piperidine-1-carboxylate

There total 3 articles about tert-butyl 4-((7-(4-bromophenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)oxy)piperidine-1-carboxylate 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: 70.0%

7-(4-bromophenyl)-4-chloro-7H-pyrrolo[2,3-d]pyrimidine (1416272-91-7) + t-butyl 4-hydroxy piperidine-1-carboxylate (109384-19-2) → tert-butyl 4-((7-(4-bromophenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)oxy)piperidine-1-carboxylate (1416272-92-8)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 110 ℃; for 18h; Inert atmosphere;

DOI:10.1021/jm301404a

Reference yield:

1,4-bromoiodobenzene (589-87-7) → tert-butyl 4-((7-(4-bromophenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)oxy)piperidine-1-carboxylate (1416272-92-8)

Guidance literature:

Multi-step reaction with 2 steps

1: copper(l) iodide; potassium phosphate; (1R,2R)-1,2-diaminocyclohexane / 15 h / 20 °C / Inert atmosphere; Reflux

2: caesium carbonate / N,N-dimethyl-formamide / 18 h / 110 °C / Inert atmosphere

With potassium phosphate; copper(l) iodide; (1R,2R)-1,2-diaminocyclohexane; caesium carbonate; In N,N-dimethyl-formamide;

DOI:10.1021/jm301404a

Reference yield:

4-chloro-1H-pyrrolo[2,3-d]pyrimidine (3680-69-1) → tert-butyl 4-((7-(4-bromophenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)oxy)piperidine-1-carboxylate (1416272-92-8)

Guidance literature:

Multi-step reaction with 2 steps

1: copper(l) iodide; potassium phosphate; (1R,2R)-1,2-diaminocyclohexane / 15 h / 20 °C / Inert atmosphere; Reflux

2: caesium carbonate / N,N-dimethyl-formamide / 18 h / 110 °C / Inert atmosphere

With potassium phosphate; copper(l) iodide; (1R,2R)-1,2-diaminocyclohexane; caesium carbonate; In N,N-dimethyl-formamide;

DOI:10.1021/jm301404a

upstream raw materials:

7-(4-bromophenyl)-4-chloro-7H-pyrrolo[2,3-d]pyrimidine

t-butyl 4-hydroxy piperidine-1-carboxylate

1,4-bromoiodobenzene

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

Downstream raw materials:

tert-butyl 4-((7-(4-(methylsulfonyl)phenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)oxy)-piperidine-1-carboxylate

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