methyl 3-(((2R,5R)-5-(((5-fluoropyridin-2-yl)oxy)methyl)-2-methylpiperidin-1-yl)carbonyl)-4-pyrimidin-2-yl-benzoate

Base Information

Chemical Name:methyl 3-(((2R,5R)-5-(((5-fluoropyridin-2-yl)oxy)methyl)-2-methylpiperidin-1-yl)carbonyl)-4-pyrimidin-2-yl-benzoate
CAS No.:1088994-32-4
Molecular Formula:C₂₅H₂₅FN₄O₄
Molecular Weight:464.496
Hs Code.:

Synonyms:methyl 3-(((2R,5R)-5-(((5-fluoropyridin-2-yl)oxy)methyl)-2-methylpiperidin-1-yl)carbonyl)-4-pyrimidin-2-yl-benzoate

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Chemical Property of methyl 3-(((2R,5R)-5-(((5-fluoropyridin-2-yl)oxy)methyl)-2-methylpiperidin-1-yl)carbonyl)-4-pyrimidin-2-yl-benzoate

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Technology Process of methyl 3-(((2R,5R)-5-(((5-fluoropyridin-2-yl)oxy)methyl)-2-methylpiperidin-1-yl)carbonyl)-4-pyrimidin-2-yl-benzoate

There total 14 articles about methyl 3-(((2R,5R)-5-(((5-fluoropyridin-2-yl)oxy)methyl)-2-methylpiperidin-1-yl)carbonyl)-4-pyrimidin-2-yl-benzoate 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:

: 67-56-1
methanol

: 1088994-30-2
2-(4-bromo-2-(((2R,5R)-5-(((5-fluoropyridin-2-yl)oxy)methyl)-2-methyl-piperidin-1-yl)carbonyl)phenyl)pyrimidine

: 201230-82-2
carbon monoxide

: 1088994-32-4
methyl 3-(((2R,5R)-5-(((5-fluoropyridin-2-yl)oxy)methyl)-2-methylpiperidin-1-yl)carbonyl)-4-pyrimidin-2-yl-benzoate

Guidance literature:: With triethylamine; palladium diacetate; 1,3-bis-(diphenylphosphino)propane; In dimethyl sulfoxide; at 80 ℃; for 2.66667h;

Reference yield:

: 278789-37-0
(6-methyl-piperidin-3-yl)methanol

: 1088994-32-4
methyl 3-(((2R,5R)-5-(((5-fluoropyridin-2-yl)oxy)methyl)-2-methylpiperidin-1-yl)carbonyl)-4-pyrimidin-2-yl-benzoate

Guidance literature:: Multi-step reaction with 7 steps

1: triethylamine / dichloromethane / 22 °C

2: ethanol; hexane / Resolution of racemate

3: PS-triphenylphosphine; di-isopropyl azodicarboxylate / dichloromethane

4: hydrogen / 10 % Pd(OH)2/C / ethanol / 0.67 h / 22 °C / 760.05 Torr

5: 1-hydroxy-7-aza-benzotriazole; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine / N,N-dimethyl-formamide / 4 h / 50 °C

6: copper(l) iodide; cesium fluoride / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 0.17 h / 130 °C / Microwave irradiation

7: triethylamine / palladium diacetate; 1,3-bis-(diphenylphosphino)propane / dimethyl sulfoxide / 2.67 h / 80 °C

With copper(l) iodide; 1-hydroxy-7-aza-benzotriazole; PS-triphenylphosphine; di-isopropyl azodicarboxylate; hydrogen; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; cesium fluoride; palladium diacetate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 10 % Pd(OH)2/C; 1,3-bis-(diphenylphosphino)propane; In ethanol; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

Reference yield:

: 1009376-93-5
(2R,5R)-tert-butyl 5-(hydroxymethyl)-2-methylpiperidine-1-carboxylate

: 1088994-32-4
methyl 3-(((2R,5R)-5-(((5-fluoropyridin-2-yl)oxy)methyl)-2-methylpiperidin-1-yl)carbonyl)-4-pyrimidin-2-yl-benzoate

Guidance literature:: Multi-step reaction with 6 steps

1: pyridine / dichloromethane / 19 h / 0 - 20 °C

2: 1-methyl-pyrrolidin-2-one; caesium carbonate / 26 h / 60 °C

3: trifluoroacetic acid / dichloromethane / 3.5 h / -2 - 20 °C / Cooling with iso-propanol/ice bath

4: 1-hydroxy-7-aza-benzotriazole; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine / N,N-dimethyl-formamide / 4 h / 50 °C

5: copper(l) iodide; cesium fluoride / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 0.17 h / 130 °C / Microwave irradiation

6: triethylamine / palladium diacetate; 1,3-bis-(diphenylphosphino)propane / dimethyl sulfoxide / 2.67 h / 80 °C

With pyridine; 1-methyl-pyrrolidin-2-one; copper(l) iodide; 1-hydroxy-7-aza-benzotriazole; caesium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; cesium fluoride; trifluoroacetic acid; palladium diacetate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,3-bis-(diphenylphosphino)propane; In dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;