[3-bromo-2-(4-fluoro-phenyl)-pyrazolo[1,5-a]pyridin-7-yl]-cyclopentyl-amine

Base Information

Chemical Name:[3-bromo-2-(4-fluoro-phenyl)-pyrazolo[1,5-a]pyridin-7-yl]-cyclopentyl-amine
CAS No.:437613-01-9
Molecular Formula:C₁₈H₁₇BrFN₃
Molecular Weight:374.255
Hs Code.:

[3-bromo-2-(4-fluoro-phenyl)-pyrazolo[1,5-<i>a</i>]pyridin-7-yl]-cyclopentyl-amine

Synonyms:[3-bromo-2-(4-fluoro-phenyl)-pyrazolo[1,5-a]pyridin-7-yl]-cyclopentyl-amine

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Chemical Property of [3-bromo-2-(4-fluoro-phenyl)-pyrazolo[1,5-a]pyridin-7-yl]-cyclopentyl-amine

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Technology Process of [3-bromo-2-(4-fluoro-phenyl)-pyrazolo[1,5-a]pyridin-7-yl]-cyclopentyl-amine

There total 8 articles about [3-bromo-2-(4-fluoro-phenyl)-pyrazolo[1,5-a]pyridin-7-yl]-cyclopentyl-amine 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:

: 637775-52-1
cyclopentyl-[2-(4-fluoro-phenyl)-pyrazolo[1,5-a]pyridin-7-yl]-amine

: 437613-01-9
[3-bromo-2-(4-fluoro-phenyl)-pyrazolo[1,5-a]pyridin-7-yl]-cyclopentyl-amine

Guidance literature:: With N-Bromosuccinimide; In tetrahydrofuran; at 0 - 20 ℃;
DOI:10.1016/j.tet.2003.02.003

Reference yield:

: 18368-63-3
6-chloro-2-picoline

: 437613-01-9
[3-bromo-2-(4-fluoro-phenyl)-pyrazolo[1,5-a]pyridin-7-yl]-cyclopentyl-amine

Guidance literature:: Multi-step reaction with 7 steps

1: 66 percent / lithium bis(trimethylsilyl)amide / tetrahydrofuran / 15 h / 45 °C

2: 86 percent / hydroxylamine hydrochloride; aq. NaOH / methanol / 2 h / Heating

3: 1,2-dimethoxy-ethane / 0 - 15 °C

4: Et₃N / 1,2-dimethoxy-ethane / 2 h / 4 - 20 °C

5: 69.7 g / FeCl₂ / 1,2-dimethoxy-ethane / 3 h / Heating

6: 99 percent / rac-BINAP; Pd(OAc)2; Cs₂CO₃ / toluene / 85 - 100 °C

7: NBS / tetrahydrofuran / 0 - 20 °C

With palladium diacetate; sodium hydroxide; N-Bromosuccinimide; hydroxylamine hydrochloride; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine; iron(II) chloride; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; toluene;
DOI:10.1016/j.tet.2003.02.003

Reference yield:

: 451-46-7
4-fluorobenzoic acid ethyl ester

: 437613-01-9
[3-bromo-2-(4-fluoro-phenyl)-pyrazolo[1,5-a]pyridin-7-yl]-cyclopentyl-amine

Guidance literature:: Multi-step reaction with 7 steps

1: 66 percent / lithium bis(trimethylsilyl)amide / tetrahydrofuran / 15 h / 45 °C

2: 86 percent / hydroxylamine hydrochloride; aq. NaOH / methanol / 2 h / Heating

3: 1,2-dimethoxy-ethane / 0 - 15 °C

4: Et₃N / 1,2-dimethoxy-ethane / 2 h / 4 - 20 °C

5: 69.7 g / FeCl₂ / 1,2-dimethoxy-ethane / 3 h / Heating

6: 99 percent / rac-BINAP; Pd(OAc)2; Cs₂CO₃ / toluene / 85 - 100 °C

7: NBS / tetrahydrofuran / 0 - 20 °C

With palladium diacetate; sodium hydroxide; N-Bromosuccinimide; hydroxylamine hydrochloride; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine; iron(II) chloride; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; toluene;
DOI:10.1016/j.tet.2003.02.003