3-(3-chloro-4-fluorobenzyl)-5-hydroxy-12-methyl-9,10,11,12-tetrahydro-3H-pyridazino[4',5':3,4]pyrido[1,2-a][1,4]diazocine-4,6,13(8H)-trione

Base Information

• Chemical Name: 3-(3-chloro-4-fluorobenzyl)-5-hydroxy-12-methyl-9,10,11,12-tetrahydro-3H-pyridazino[4',5':3,4]pyrido[1,2-a][1,4]diazocine-4,6,13(8H)-trione
• CAS No.: 1202013-20-4
• Molecular Formula: C₂₀H₁₈ClFN₄O₄
• Molecular Weight: 432.839
• Mol file: 1202013-20-4.mol

Synonyms:3-(3-chloro-4-fluorobenzyl)-5-hydroxy-12-methyl-9,10,11,12-tetrahydro-3H-pyridazino[4',5':3,4]pyrido[1,2-a][1,4]diazocine-4,6,13(8H)-trione

Chemical Property of 3-(3-chloro-4-fluorobenzyl)-5-hydroxy-12-methyl-9,10,11,12-tetrahydro-3H-pyridazino[4',5':3,4]pyrido[1,2-a][1,4]diazocine-4,6,13(8H)-trione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(3-chloro-4-fluorobenzyl)-5-hydroxy-12-methyl-9,10,11,12-tetrahydro-3H-pyridazino[4',5':3,4]pyrido[1,2-a][1,4]diazocine-4,6,13(8H)-trione

There total 15 articles about 3-(3-chloro-4-fluorobenzyl)-5-hydroxy-12-methyl-9,10,11,12-tetrahydro-3H-pyridazino[4',5':3,4]pyrido[1,2-a][1,4]diazocine-4,6,13(8H)-trione 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:

3-(3-chloro-4-fluorobenzyl)-5-methoxy-12-methyl-9,10,11,12-tetrahydro-3H-pyridazino[4',5':3,4]pyrido[1,2-a][1,4]diazocine-4,6,13(8H)-trione (1202013-46-4) → 3-(3-chloro-4-fluorobenzyl)-5-hydroxy-12-methyl-9,10,11,12-tetrahydro-3H-pyridazino[4',5':3,4]pyrido[1,2-a][1,4]diazocine-4,6,13(8H)-trione (1202013-20-4)

Guidance literature:

3-(3-chloro-4-fluorobenzyl)-5-methoxy-12-methyl-9,10,11,12-tetrahydro-3H-pyridazino[4',5':3,4]pyrido[1,2-a][1,4]diazocine-4,6,13(8H)-trione; With boron tribromide; In dichloromethane; at 0 ℃; for 0.166667h;

With methanol; In dichloromethane;

Reference yield:

ethyl 3-[(tert-butoxycarbonyl)amino]-5-methoxyisonicotinate (709666-23-9) → 3-(3-chloro-4-fluorobenzyl)-5-hydroxy-12-methyl-9,10,11,12-tetrahydro-3H-pyridazino[4',5':3,4]pyrido[1,2-a][1,4]diazocine-4,6,13(8H)-trione (1202013-20-4)

Guidance literature:

Multi-step reaction with 15 steps

1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C

2: ethanol / 48 h / Reflux

3: caesium carbonate / N,N-dimethyl-formamide / 4 h / 20 °C

4: peracetic acid; sodium acetate; acetic acid / 12 h / 20 °C

5: 0.33 h / 130 °C / Microwave irradiation

6: water; sodium hydroxide / methanol / 2 h / 20 °C

7: 2,6-dimethylpyridine; dmap / dichloromethane / 14 h / 20 °C

8: N-ethyl-N,N-diisopropylamine / palladium diacetate / dimethyl sulfoxide / 24 h / 80 °C / 15514.9 Torr

9: urea hydrogen peroxide adduct / methyltrioxorhenium(VII) / methanol; chloroform / 168 h / 20 °C

10: 2 h / 130 °C

11: water; sodium hydroxide / methanol / 3 h / 40 °C

12: 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / N,N-dimethyl-formamide / 20 °C

13: triethylamine / dichloromethane / 0 °C

14: caesium carbonate / N,N-dimethyl-formamide / 3 h / 100 °C

15: boron tribromide / dichloromethane / 0.17 h / 0 °C

With 4-methyl-morpholine; 2,6-dimethylpyridine; peracetic acid; dmap; 1-hydroxy-7-aza-benzotriazole; water; sodium acetate; urea hydrogen peroxide adduct; boron tribromide; caesium carbonate; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium hydroxide; palladium diacetate; methyltrioxorhenium(VII); In methanol; ethanol; dichloromethane; chloroform; dimethyl sulfoxide; N,N-dimethyl-formamide;

Reference yield:

pyrido[3,4-d]pyrimidin-4(3H)-one → 3-(3-chloro-4-fluorobenzyl)-5-hydroxy-12-methyl-9,10,11,12-tetrahydro-3H-pyridazino[4',5':3,4]pyrido[1,2-a][1,4]diazocine-4,6,13(8H)-trione (1202013-20-4)

Guidance literature:

Multi-step reaction with 13 steps

1: caesium carbonate / N,N-dimethyl-formamide / 4 h / 20 °C

2: peracetic acid; sodium acetate; acetic acid / 12 h / 20 °C

3: 0.33 h / 130 °C / Microwave irradiation

4: water; sodium hydroxide / methanol / 2 h / 20 °C

5: 2,6-dimethylpyridine; dmap / dichloromethane / 14 h / 20 °C

6: N-ethyl-N,N-diisopropylamine / palladium diacetate / dimethyl sulfoxide / 24 h / 80 °C / 15514.9 Torr

7: urea hydrogen peroxide adduct / methyltrioxorhenium(VII) / methanol; chloroform / 168 h / 20 °C

8: 2 h / 130 °C

9: water; sodium hydroxide / methanol / 3 h / 40 °C

10: 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / N,N-dimethyl-formamide / 20 °C

11: triethylamine / dichloromethane / 0 °C

12: caesium carbonate / N,N-dimethyl-formamide / 3 h / 100 °C

13: boron tribromide / dichloromethane / 0.17 h / 0 °C

With 4-methyl-morpholine; 2,6-dimethylpyridine; peracetic acid; dmap; 1-hydroxy-7-aza-benzotriazole; water; sodium acetate; urea hydrogen peroxide adduct; boron tribromide; caesium carbonate; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; palladium diacetate; methyltrioxorhenium(VII); In methanol; dichloromethane; chloroform; dimethyl sulfoxide; N,N-dimethyl-formamide;

upstream raw materials:

ethyl 3-[(tert-butoxycarbonyl)amino]-5-methoxyisonicotinate

3-amino-5-methoxy-isonicotinic acid ethyl ester

3-(3-chloro-4-fluorobenzyl)-5-methoxypyrido[3,4-d]pyrimidin-4(3H)-one

3-(3-chloro-4-fluorobenzyl)-5-methoxypyrido[3,4-d]pyrimidin-4(3H)-one-7-oxide