C₂₄H₂₇FN₄O₅

Base Information

• Chemical Name: C₂₄H₂₇FN₄O₅
• CAS No.: 1622905-92-3
• Molecular Formula: C₂₄H₂₇FN₄O₅
• Molecular Weight: 470.501
• Mol file: 1622905-92-3.mol

Synonyms:

Chemical Property of C₂₄H₂₇FN₄O₅

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₄H₂₇FN₄O₅

There total 10 articles about C₂₄H₂₇FN₄O₅ 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:

methyl 6-amino-5-bromopyridine-3-carboxylate (180340-70-9) → C24H27FN4O5 (1622905-92-3)

Guidance literature:

Multi-step reaction with 10 steps

1: toluene / 90 °C

2: triethylamine / tetrahydrofuran / 10 - 20 °C

3: tetrahydrofuran / 50 °C

4: sodium hydroxide / water / 1 h / 70 °C

5: 1,3-bis-(diphenylphosphino)propane; palladium diacetate; potassium carbonate / water; N,N-dimethyl-formamide / 3 h / 80 - 135 °C

6: hydrogenchloride / water

7: cerium(III) chloride heptahydrate; sodium tetrahydroborate / methanol; dichloromethane / 0.25 h / 15 °C

8: N-ethyl-N,N-diisopropylamine; O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / dichloromethane

9: 1,1'-azodicarbonyl-dipiperidine; triphenylphosphine / dichloromethane / 16 h / Reflux

10: trifluoroacetic acid / dichloromethane

With hydrogenchloride; sodium tetrahydroborate; cerium(III) chloride heptahydrate; 1,3-bis-(diphenylphosphino)propane; palladium diacetate; potassium carbonate; O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; sodium hydroxide; 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; 5: |Heck Reaction / 6: |Heck Reaction / 7: |Luche Cerium Reduction / 9: |Mitsunobu Displacement;

DOI:10.1016/j.bmcl.2014.07.007

Reference yield:

C14H14BrN3O4 (1622880-49-2) → C24H27FN4O5 (1622905-92-3)

Guidance literature:

Multi-step reaction with 7 steps

1: sodium hydroxide / water / 1 h / 70 °C

2: 1,3-bis-(diphenylphosphino)propane; palladium diacetate; potassium carbonate / water; N,N-dimethyl-formamide / 3 h / 80 - 135 °C

3: hydrogenchloride / water

4: cerium(III) chloride heptahydrate; sodium tetrahydroborate / methanol; dichloromethane / 0.25 h / 15 °C

5: N-ethyl-N,N-diisopropylamine; O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / dichloromethane

6: 1,1'-azodicarbonyl-dipiperidine; triphenylphosphine / dichloromethane / 16 h / Reflux

7: trifluoroacetic acid / dichloromethane

With hydrogenchloride; sodium tetrahydroborate; cerium(III) chloride heptahydrate; 1,3-bis-(diphenylphosphino)propane; palladium diacetate; potassium carbonate; O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; sodium hydroxide; 1,1'-azodicarbonyl-dipiperidine; In methanol; dichloromethane; water; N,N-dimethyl-formamide; 2: |Heck Reaction / 3: |Heck Reaction / 4: |Luche Cerium Reduction / 6: |Mitsunobu Displacement;

DOI:10.1016/j.bmcl.2014.07.007

Reference yield:

C13H12BrN3O4 (1622880-50-5) → C24H27FN4O5 (1622905-92-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 1,3-bis-(diphenylphosphino)propane; palladium diacetate; potassium carbonate / water; N,N-dimethyl-formamide / 3 h / 80 - 135 °C

2: hydrogenchloride / water

3: cerium(III) chloride heptahydrate; sodium tetrahydroborate / methanol; dichloromethane / 0.25 h / 15 °C

4: N-ethyl-N,N-diisopropylamine; O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / dichloromethane

5: 1,1'-azodicarbonyl-dipiperidine; triphenylphosphine / dichloromethane / 16 h / Reflux

6: trifluoroacetic acid / dichloromethane

With hydrogenchloride; sodium tetrahydroborate; cerium(III) chloride heptahydrate; 1,3-bis-(diphenylphosphino)propane; palladium diacetate; potassium carbonate; O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; 1,1'-azodicarbonyl-dipiperidine; In methanol; dichloromethane; water; N,N-dimethyl-formamide; 1: |Heck Reaction / 2: |Heck Reaction / 3: |Luche Cerium Reduction / 5: |Mitsunobu Displacement;

DOI:10.1016/j.bmcl.2014.07.007

upstream raw materials:

methyl 6-amino-5-bromopyridine-3-carboxylate

C₁₄H₁₄BrN₃O₄

C₁₃H₁₂BrN₃O₄

C₁₅H₁₅N₃O₅

Refernces