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inquiryISO Factory/Good qualityAppearance:off white Storage:dry and cool place Package:10G/BAG; 1KG/BAG ;25KG/DRUM Application:Active pharaceutical ingredients Transportation:BY SEA,AIR,EXPRESS Port:shenzhen/shanghai
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inquiry4-(hydroxymethyl)-N-methylpyridine-2-carboxamide
4-chloroanilino-7-chlorofuro[2,3-d]pyridazine
Telatinib
Conditions | Yield |
---|---|
With potassium hydroxide; 18-crown-6 ether In toluene at 83 - 87℃; Product distribution / selectivity; | 46% |
With potassium hydroxide; 18-crown-6 ether In toluene at 20 - 85℃; | 46% |
4-(hydroxymethyl)-N-methylpyridine-2-carboxamide
4-chloro-7-[N-(4-chlorophenyl)amino]-[2,3-d]furopyridazine
Telatinib
Conditions | Yield |
---|---|
With potassium hydroxide; 18-crown-6 ether In toluene at 20 - 87℃; Product distribution / selectivity; | 46% |
Stage #1: 4-(hydroxymethyl)-N-methylpyridine-2-carboxamide; 4-chloro-7-[N-(4-chlorophenyl)amino]-[2,3-d]furopyridazine; 18-crown-6 ether In toluene at 20℃; for 0.166667h; Stage #2: With potassium hydroxide In toluene at 80℃; for 24h; Product distribution / selectivity; |
4-chloroanilino-7-chlorofuro[2,3-d]pyridazine
2-methylaminocarbonyl-4-pyridylcarbinol hydrochloride
Telatinib
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran; toluene at 95℃; for 24h; Temperature; Time; Autoclave; | 37.7% |
N-Methylformamide
A
Telatinib
B
4-(4-chlorophenylamino)-2-methylaminocarbonyl-7-(2-methylaminocarbonyl-4-pyridylmethoxy)-furo[2,3-d]pyridazine
Conditions | Yield |
---|---|
With sulfuric acid; hydroxylamine-O-sulfonic acid; iron(II) sulfate In water at 20℃; for 1.83333h; Product distribution / selectivity; | A 15.2% B n/a |
Stage #1: N-Methylformamide; N-(4-chlorophenyl)-7-(4-pyridinylmethoxy)-furo[2,3-d]pyridazin-4-amine With sulfuric acid; iron(II) sulfate; hydroxylamine-O-sulfonic acid In water at 20℃; for 1.83333h; Stage #2: With sodium citrate In water at 0℃; for 0.166667h; Product distribution / selectivity; | A 15.2% B n/a |
With sulfuric acid; iron(II) sulfate; hydroxylamine-O-sulfonic acid In water at 20℃; for 1.66667h; | A 15.2% B n/a |
ethyl 2-methylaminocarbonyl-4-picolinate
Telatinib
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: sodium tetrahydroborate / isopropyl alcohol; methanol / 8 h / 25 °C / Large scale 1.2: 1 h / 0 °C / Large scale 2.1: potassium tert-butylate / toluene; tetrahydrofuran / 24 h / 95 °C / Autoclave View Scheme | |
Multi-step reaction with 2 steps 1.1: sodium tetrahydroborate / ethanol / 18 h / 20 °C 1.3: pH 9 2.1: potassium hydroxide; 18-crown-6 ether / toluene / 83 - 87 °C View Scheme | |
Multi-step reaction with 2 steps 1: sodium tetrahydroborate / ethanol / 18 h / 20 °C 2: potassium hydroxide; 18-crown-6 ether / toluene / 20 - 85 °C View Scheme |
4,7-dichlorofuro[2,3-d]pyridazine
Telatinib
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: ethanol / 4 h / Heating / reflux 2: potassium hydroxide; 18-crown-6 ether / toluene / 83 - 87 °C View Scheme | |
Multi-step reaction with 2 steps 1: ethanol / 4 h / Heating / reflux 2: potassium hydroxide; 18-crown-6 ether / toluene / 20 - 85 °C View Scheme |
4,7-dichlorofuro[2,3-d]pyridazine
A
Telatinib
B
4-(4-chlorophenylamino)-2-methylaminocarbonyl-7-(2-methylaminocarbonyl-4-pyridylmethoxy)-furo[2,3-d]pyridazine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: ethanol / 4 h / Heating / reflux 2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 24 h / 125 °C 3.1: sulfuric acid; iron(II) sulfate; hydroxylamine-O-sulfonic acid / water / 1.83 h / 20 °C 3.2: 0.17 h / 0 °C View Scheme | |
Multi-step reaction with 3 steps 1: ethanol / 4 h / Heating / reflux 2: 1,8-diazabicyclo[5.4.0]undec-7-ene / 24 h / 125 °C 3: sulfuric acid; iron(II) sulfate; hydroxylamine-O-sulfonic acid / water / 1.67 h / 20 °C View Scheme |
isonicotinic acid ethylester
Telatinib
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: sulfuric acid; dihydrogen peroxide; iron(II) sulfate / water / 0.5 h / 6 - 22 °C 1.2: pH ~ 5 2.1: sodium tetrahydroborate / ethanol / 18 h / 20 °C 2.3: pH 9 3.1: potassium hydroxide; 18-crown-6 ether / toluene / 83 - 87 °C View Scheme | |
Multi-step reaction with 3 steps 1: sulfuric acid; dihydrogen peroxide; iron(II) sulfate / water / 0.5 h / 6 - 22 °C 2: sodium tetrahydroborate / ethanol / 18 h / 20 °C 3: potassium hydroxide; 18-crown-6 ether / toluene / 20 - 85 °C View Scheme |
furan-2,3-dicarboxylic acid
Telatinib
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: chloro-trimethyl-silane / 15.5 h / 20 °C 2.1: ethanol; water; hydrazine / 5.5 h / Heating / reflux 2.2: 4 h / Heating / reflux 3.1: pyridine; trichlorophosphate / 4 h / Heating / reflux 4.1: ethanol / 4 h / Heating / reflux 5.1: potassium hydroxide; 18-crown-6 ether / toluene / 83 - 87 °C View Scheme | |
Multi-step reaction with 5 steps 1: chloro-trimethyl-silane / 15.5 h / 20 °C 2: hydrazine / ethanol / 5.5 h / Heating / reflux 3: pyridine; trichlorophosphate / 4 h / Heating / reflux 4: ethanol / 4 h / Heating / reflux 5: potassium hydroxide; 18-crown-6 ether / toluene / 20 - 85 °C View Scheme |
furan-2,3-dicarboxylic acid
A
Telatinib
B
4-(4-chlorophenylamino)-2-methylaminocarbonyl-7-(2-methylaminocarbonyl-4-pyridylmethoxy)-furo[2,3-d]pyridazine
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: chloro-trimethyl-silane / 15.5 h / 20 °C 2.1: ethanol; water; hydrazine / 5.5 h / Heating / reflux 2.2: 4 h / Heating / reflux 3.1: pyridine; trichlorophosphate / 4 h / Heating / reflux 4.1: ethanol / 4 h / Heating / reflux 5.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 24 h / 125 °C 6.1: sulfuric acid; iron(II) sulfate; hydroxylamine-O-sulfonic acid / water / 1.83 h / 20 °C 6.2: 0.17 h / 0 °C View Scheme | |
Multi-step reaction with 6 steps 1: chloro-trimethyl-silane / 15.5 h / 20 °C 2: hydrazine / ethanol / 5.5 h / Heating / reflux 3: pyridine; trichlorophosphate / 4 h / Heating / reflux 4: ethanol / 4 h / Heating / reflux 5: 1,8-diazabicyclo[5.4.0]undec-7-ene / 24 h / 125 °C 6: sulfuric acid; iron(II) sulfate; hydroxylamine-O-sulfonic acid / water / 1.67 h / 20 °C View Scheme |
4-chloroanilino-7-chlorofuro[2,3-d]pyridazine
A
Telatinib
B
4-(4-chlorophenylamino)-2-methylaminocarbonyl-7-(2-methylaminocarbonyl-4-pyridylmethoxy)-furo[2,3-d]pyridazine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 24 h / 125 °C 2.1: sulfuric acid; iron(II) sulfate; hydroxylamine-O-sulfonic acid / water / 1.83 h / 20 °C 2.2: 0.17 h / 0 °C View Scheme | |
Multi-step reaction with 2 steps 1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 24 h / 125 °C 2: sulfuric acid; iron(II) sulfate; hydroxylamine-O-sulfonic acid / water / 1.67 h / 20 °C View Scheme |
methyl 3-methoxycarbonylfuran-2-carboxylate
Telatinib
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: ethanol; water; hydrazine / 5.5 h / Heating / reflux 1.2: 4 h / Heating / reflux 2.1: pyridine; trichlorophosphate / 4 h / Heating / reflux 3.1: ethanol / 4 h / Heating / reflux 4.1: potassium hydroxide; 18-crown-6 ether / toluene / 83 - 87 °C View Scheme | |
Multi-step reaction with 4 steps 1: hydrazine / ethanol / 5.5 h / Heating / reflux 2: pyridine; trichlorophosphate / 4 h / Heating / reflux 3: ethanol / 4 h / Heating / reflux 4: potassium hydroxide; 18-crown-6 ether / toluene / 20 - 85 °C View Scheme |
methyl 3-methoxycarbonylfuran-2-carboxylate
A
Telatinib
B
4-(4-chlorophenylamino)-2-methylaminocarbonyl-7-(2-methylaminocarbonyl-4-pyridylmethoxy)-furo[2,3-d]pyridazine
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: ethanol; water; hydrazine / 5.5 h / Heating / reflux 1.2: 4 h / Heating / reflux 2.1: pyridine; trichlorophosphate / 4 h / Heating / reflux 3.1: ethanol / 4 h / Heating / reflux 4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 24 h / 125 °C 5.1: sulfuric acid; iron(II) sulfate; hydroxylamine-O-sulfonic acid / water / 1.83 h / 20 °C 5.2: 0.17 h / 0 °C View Scheme | |
Multi-step reaction with 5 steps 1: hydrazine / ethanol / 5.5 h / Heating / reflux 2: pyridine; trichlorophosphate / 4 h / Heating / reflux 3: ethanol / 4 h / Heating / reflux 4: 1,8-diazabicyclo[5.4.0]undec-7-ene / 24 h / 125 °C 5: sulfuric acid; iron(II) sulfate; hydroxylamine-O-sulfonic acid / water / 1.67 h / 20 °C View Scheme |
5,6-dihydrofuro[2,3-d]pyridazine-4,7-dione
Telatinib
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: pyridine; trichlorophosphate / 4 h / Heating / reflux 2: ethanol / 4 h / Heating / reflux 3: potassium hydroxide; 18-crown-6 ether / toluene / 83 - 87 °C View Scheme | |
Multi-step reaction with 3 steps 1: pyridine; trichlorophosphate / 4 h / Heating / reflux 2: ethanol / 4 h / Heating / reflux 3: potassium hydroxide; 18-crown-6 ether / toluene / 20 - 85 °C View Scheme |
5,6-dihydrofuro[2,3-d]pyridazine-4,7-dione
A
Telatinib
B
4-(4-chlorophenylamino)-2-methylaminocarbonyl-7-(2-methylaminocarbonyl-4-pyridylmethoxy)-furo[2,3-d]pyridazine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: pyridine; trichlorophosphate / 4 h / Heating / reflux 2.1: ethanol / 4 h / Heating / reflux 3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 24 h / 125 °C 4.1: sulfuric acid; iron(II) sulfate; hydroxylamine-O-sulfonic acid / water / 1.83 h / 20 °C 4.2: 0.17 h / 0 °C View Scheme | |
Multi-step reaction with 4 steps 1: pyridine; trichlorophosphate / 4 h / Heating / reflux 2: ethanol / 4 h / Heating / reflux 3: 1,8-diazabicyclo[5.4.0]undec-7-ene / 24 h / 125 °C 4: sulfuric acid; iron(II) sulfate; hydroxylamine-O-sulfonic acid / water / 1.67 h / 20 °C View Scheme |
3-Furoic acid
Telatinib
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: n-butyllithium / tetrahydrofuran; hexanes / 2.5 h / -78 - -10 °C 2: chloro-trimethyl-silane / 15.5 h / 20 °C 3: hydrazine / ethanol / 5.5 h / Heating / reflux 4: pyridine; trichlorophosphate / 4 h / Heating / reflux 5: ethanol / 4 h / Heating / reflux 6: potassium hydroxide; 18-crown-6 ether / toluene / 20 - 85 °C View Scheme |
3-Furoic acid
A
Telatinib
B
4-(4-chlorophenylamino)-2-methylaminocarbonyl-7-(2-methylaminocarbonyl-4-pyridylmethoxy)-furo[2,3-d]pyridazine
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: n-butyllithium / tetrahydrofuran; hexanes / 2.5 h / -78 - -10 °C 2: chloro-trimethyl-silane / 15.5 h / 20 °C 3: hydrazine / ethanol / 5.5 h / Heating / reflux 4: pyridine; trichlorophosphate / 4 h / Heating / reflux 5: ethanol / 4 h / Heating / reflux 6: 1,8-diazabicyclo[5.4.0]undec-7-ene / 24 h / 125 °C 7: sulfuric acid; iron(II) sulfate; hydroxylamine-O-sulfonic acid / water / 1.67 h / 20 °C View Scheme |
Telatinib
methanesulfonic acid
4-[({4-[(4-chlorophenyl)amino]furan[2,3-d]pyridazin-7-yl}oxy)methyl]-N-methyl-2-pyridinecarboxamide methanesulfonate
Conditions | Yield |
---|---|
In methanol for 0.25h; Autoclave; Reflux; Large scale; | 77.4% |
Telatinib
toluene-4-sulfonic acid
4-[({4-[(4-chlorophenyl)amino]furo[2,3-d]pyridazin-7-yl}oxy)methyl]-N-methyl-2-pyridinecarboxamide 4-methylbenzenesulfonate
Conditions | Yield |
---|---|
In methanol; diethyl ether for 0.166667h; | |
Stage #1: Telatinib; toluene-4-sulfonic acid In methanol for 0.0833333h; Stage #2: In methanol; diethyl ether at 0℃; for 0.833333h; | |
In methanol; diethyl ether at 0℃; for 0.916667h; |
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