6-(3-fluoro-2'-pyrrolidin-1-ylmethyl-biphenyl-4-yl)-1-(4-methoxy-phenyl)-7-oxo-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidine-3-carboxylic acid ethyl ester

Base Information

Chemical Name:6-(3-fluoro-2'-pyrrolidin-1-ylmethyl-biphenyl-4-yl)-1-(4-methoxy-phenyl)-7-oxo-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidine-3-carboxylic acid ethyl ester
CAS No.:280117-50-2
Molecular Formula:C₃₂H₃₀FN₅O₄
Molecular Weight:567.62
Hs Code.:

6-(3-fluoro-2'-pyrrolidin-1-ylmethyl-biphenyl-4-yl)-1-(4-methoxy-phenyl)-7-oxo-6,7-dihydro-1<i>H</i>-pyrazolo[4,3-<i>d</i>]pyrimidine-3-carboxylic acid ethyl ester

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Chemical Property of 6-(3-fluoro-2'-pyrrolidin-1-ylmethyl-biphenyl-4-yl)-1-(4-methoxy-phenyl)-7-oxo-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidine-3-carboxylic acid ethyl ester

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Technology Process of 6-(3-fluoro-2'-pyrrolidin-1-ylmethyl-biphenyl-4-yl)-1-(4-methoxy-phenyl)-7-oxo-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidine-3-carboxylic acid ethyl ester

There total 13 articles about 6-(3-fluoro-2'-pyrrolidin-1-ylmethyl-biphenyl-4-yl)-1-(4-methoxy-phenyl)-7-oxo-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidine-3-carboxylic acid ethyl ester 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:

: 280119-61-1
3-Ethyl-5-methyl (1-[4-Methoxyphenyl]-4-amino)pyrazole-3,5-dicarboxylate

: 280117-50-2
6-(3-fluoro-2'-pyrrolidin-1-ylmethyl-biphenyl-4-yl)-1-(4-methoxy-phenyl)-7-oxo-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidine-3-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: NaNO₂; TFA / 0 °C

1.2: 90 percent / NaN₃

2.1: 75 percent / aq. LiOH / tetrahydrofuran

3.1: (COCl)2 / CH₂Cl₂

4.1: CH₂Cl₂

5.1: SnCl₂*2H₂O / methanol / 65 °C

6.1: H₂O / Heating

7.1: Pd(Ph₃P)4; aq. Na₂CO₃ / benzene / 80 °C

8.1: NaBH₄ / methanol

9.1: PBr₃ / CH₂Cl₂

10.1: acetonitrile

With lithium hydroxide; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; phosphorus tribromide; sodium carbonate; trifluoroacetic acid; tin(ll) chloride; sodium nitrite; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile; benzene; 7.1: Suzuki coupling;
DOI:10.1016/j.bmcl.2006.04.044

Reference yield:

: 4-azido-5-chlorocarbonyl-1-(4-methoxy-phenyl)-1H-pyrazole-3-carboxylic acid ethyl ester

: 280117-50-2
6-(3-fluoro-2'-pyrrolidin-1-ylmethyl-biphenyl-4-yl)-1-(4-methoxy-phenyl)-7-oxo-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidine-3-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: CH₂Cl₂

2: SnCl₂*2H₂O / methanol / 65 °C

3: H₂O / Heating

4: Pd(Ph₃P)4; aq. Na₂CO₃ / benzene / 80 °C

5: NaBH₄ / methanol

6: PBr₃ / CH₂Cl₂

7: acetonitrile

With sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; phosphorus tribromide; sodium carbonate; tin(ll) chloride; In methanol; dichloromethane; water; acetonitrile; benzene; 4: Suzuki coupling;
DOI:10.1016/j.bmcl.2006.04.044

Reference yield:

: 280119-62-2
3-ethyl-5-methyl (1-[4-Methoxyphenyl]-4-azido)pyrazole-3,5-dicarboxylate

: 280117-50-2
6-(3-fluoro-2'-pyrrolidin-1-ylmethyl-biphenyl-4-yl)-1-(4-methoxy-phenyl)-7-oxo-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidine-3-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 75 percent / aq. LiOH / tetrahydrofuran

2: (COCl)2 / CH₂Cl₂

3: CH₂Cl₂

4: SnCl₂*2H₂O / methanol / 65 °C

5: H₂O / Heating

6: Pd(Ph₃P)4; aq. Na₂CO₃ / benzene / 80 °C

7: NaBH₄ / methanol

8: PBr₃ / CH₂Cl₂

9: acetonitrile

With lithium hydroxide; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; phosphorus tribromide; sodium carbonate; tin(ll) chloride; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile; benzene; 6: Suzuki coupling;
DOI:10.1016/j.bmcl.2006.04.044