4-(10-amino-3,4-dihydro-4,9,11,11a-tetraazadibenzo[cd,f]azulen-3-yl)-3-fluorophenol

Base Information

Chemical Name:4-(10-amino-3,4-dihydro-4,9,11,11a-tetraazadibenzo[cd,f]azulen-3-yl)-3-fluorophenol
CAS No.:1426663-76-4
Molecular Formula:C₁₉H₁₄FN₅O
Molecular Weight:347.351
Hs Code.:

Synonyms:4-(10-amino-3,4-dihydro-4,9,11,11a-tetraazadibenzo[cd,f]azulen-3-yl)-3-fluorophenol

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Chemical Property of 4-(10-amino-3,4-dihydro-4,9,11,11a-tetraazadibenzo[cd,f]azulen-3-yl)-3-fluorophenol

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Technology Process of 4-(10-amino-3,4-dihydro-4,9,11,11a-tetraazadibenzo[cd,f]azulen-3-yl)-3-fluorophenol

There total 7 articles about 4-(10-amino-3,4-dihydro-4,9,11,11a-tetraazadibenzo[cd,f]azulen-3-yl)-3-fluorophenol 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: 11.0%

: 1426663-95-7
methyl (3-(2-fluoro-4-hydroxyphenyl)-3,4-dihydro-4,9,11,11a-tetraazadibenzo[cd,f]azulen-10-yl)carbamate

: 1426663-76-4
4-(10-amino-3,4-dihydro-4,9,11,11a-tetraazadibenzo[cd,f]azulen-3-yl)-3-fluorophenol

: 1426663-83-3
4-(10-amino-4,9,11,11a-tetraazadibenzo[cd,f]azulen-3-yl)-3-fluorophenol

Guidance literature:: With methanol; sodium hydroxide; for 5h; Reflux;

Reference yield:

: 628733-99-3
ethyl 1-amino-1H-pyrrole-2-carboxylate

: 1426663-76-4
4-(10-amino-3,4-dihydro-4,9,11,11a-tetraazadibenzo[cd,f]azulen-3-yl)-3-fluorophenol

: 1426663-83-3
4-(10-amino-4,9,11,11a-tetraazadibenzo[cd,f]azulen-3-yl)-3-fluorophenol

Guidance literature:: Multi-step reaction with 6 steps

1: acetic acid / methanol / 16 h / 20 °C

2: sodium methylate / methanol / 16 h / 20 °C

3: N-benzyl-N,N,N-triethylammonium chloride; N,N-diethylaniline; trichlorophosphate / acetonitrile / 15 h / 80 °C

4: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / water; N,N-dimethyl-formamide / 2 h / 80 °C / Inert atmosphere

5: sulfuric acid / methanol / 2 h / Reflux

6: methanol; sodium hydroxide / 5 h / Reflux

With methanol; bis-triphenylphosphine-palladium(II) chloride; sulfuric acid; N-benzyl-N,N,N-triethylammonium chloride; sodium methylate; sodium carbonate; acetic acid; N,N-diethylaniline; sodium hydroxide; trichlorophosphate; In methanol; water; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 2199-43-1
ethyl 1H-pyrrole-2-carboxylate

: 1426663-76-4
4-(10-amino-3,4-dihydro-4,9,11,11a-tetraazadibenzo[cd,f]azulen-3-yl)-3-fluorophenol

: 1426663-83-3
4-(10-amino-4,9,11,11a-tetraazadibenzo[cd,f]azulen-3-yl)-3-fluorophenol

Guidance literature:: Multi-step reaction with 7 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran; N,N-dimethyl-formamide / 0.25 h / -10 °C

1.2: 16 h / -10 - 20 °C

2.1: acetic acid / methanol / 16 h / 20 °C

3.1: sodium methylate / methanol / 16 h / 20 °C

4.1: N-benzyl-N,N,N-triethylammonium chloride; N,N-diethylaniline; trichlorophosphate / acetonitrile / 15 h / 80 °C

5.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / water; N,N-dimethyl-formamide / 2 h / 80 °C / Inert atmosphere

6.1: sulfuric acid / methanol / 2 h / Reflux

7.1: methanol; sodium hydroxide / 5 h / Reflux

With methanol; bis-triphenylphosphine-palladium(II) chloride; sulfuric acid; N-benzyl-N,N,N-triethylammonium chloride; sodium methylate; sodium carbonate; acetic acid; N,N-diethylaniline; sodium hydroxide; lithium hexamethyldisilazane; trichlorophosphate; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetonitrile;