1-[1-(5-Fluoro-4-hydroxy-2-methoxy-benzoyl)-piperidin-4-yl]-1,4-dihydro-benzo[d][1,3]oxazin-2-one

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Chemical Name:1-[1-(5-Fluoro-4-hydroxy-2-methoxy-benzoyl)-piperidin-4-yl]-1,4-dihydro-benzo[d][1,3]oxazin-2-one
CAS No.:208516-94-3
Molecular Formula:C₂₁H₂₁FN₂O₅
Molecular Weight:400.407
Hs Code.:

Synonyms:1-[1-(5-Fluoro-4-hydroxy-2-methoxy-benzoyl)-piperidin-4-yl]-1,4-dihydro-benzo[d][1,3]oxazin-2-one

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Chemical Property of 1-[1-(5-Fluoro-4-hydroxy-2-methoxy-benzoyl)-piperidin-4-yl]-1,4-dihydro-benzo[d][1,3]oxazin-2-one

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Technology Process of 1-[1-(5-Fluoro-4-hydroxy-2-methoxy-benzoyl)-piperidin-4-yl]-1,4-dihydro-benzo[d][1,3]oxazin-2-one

There total 11 articles about 1-[1-(5-Fluoro-4-hydroxy-2-methoxy-benzoyl)-piperidin-4-yl]-1,4-dihydro-benzo[d][1,3]oxazin-2-one 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: 51.0%

: 162045-31-0
1-piperidin-4-yl-1,4-dihydro-2H-3,1-benzoxazin-2-one hydrochloride

: 208516-93-2
5-fluoro-4-hydroxy-2-methoxybenzoic acid

: 208516-94-3
1-[1-(5-Fluoro-4-hydroxy-2-methoxy-benzoyl)-piperidin-4-yl]-1,4-dihydro-benzo[d][1,3]oxazin-2-one

Guidance literature:: With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 18h; Ambient temperature;
DOI:10.1021/jm9800797

Reference yield:

: 2150-47-2
methyl 2,4-dihydroxybenzoate

: 208516-94-3
1-[1-(5-Fluoro-4-hydroxy-2-methoxy-benzoyl)-piperidin-4-yl]-1,4-dihydro-benzo[d][1,3]oxazin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: 58 percent / K₂CO₃ / acetone / 48 h / 0 - 20 °C

2: 96 percent / NaH / dimethylformamide / 18 h / Ambient temperature

3: 86 percent / H₂, AcOH / 10percent Pd/C / methanol / 18 h / 760 Torr / Ambient temperature

4: 38 percent / 3,5-dichloro-1-fluoropyridinium triflate / CH₂Cl₂ / 18 h / Heating

5: 99 percent / 2N aq. NaOH / methanol / 3 h / Heating

6: 51 percent / HOBT, DIEA, EDC / dimethylformamide / 18 h / Ambient temperature

With sodium hydroxide; hydrogen; sodium hydride; 1-fluoro-3,5-dichloropyridinium trifluoromethanesulfonate; potassium carbonate; benzotriazol-1-ol; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm9800797

Reference yield:

: 28478-45-7
methyl 4-benzyloxy-2-methoxybenzoate

: 208516-94-3
1-[1-(5-Fluoro-4-hydroxy-2-methoxy-benzoyl)-piperidin-4-yl]-1,4-dihydro-benzo[d][1,3]oxazin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / H₂, AcOH / 10percent Pd/C / methanol / 18 h / 760 Torr / Ambient temperature

2: 38 percent / 3,5-dichloro-1-fluoropyridinium triflate / CH₂Cl₂ / 18 h / Heating

3: 99 percent / 2N aq. NaOH / methanol / 3 h / Heating

4: 51 percent / HOBT, DIEA, EDC / dimethylformamide / 18 h / Ambient temperature

With sodium hydroxide; hydrogen; 1-fluoro-3,5-dichloropyridinium trifluoromethanesulfonate; benzotriazol-1-ol; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm9800797