Hubei Lidu New Materials Technology Co. , Ltd. is located in No. 12,3C Industrial Park, Zhongxiang Economic Development Zone, Hubei Province. The company is committed to fine chemical raw materials, pharmaceutical intermediates and other production,
Our Services 1. New Molecules R&D 2. Own test center HPLC NMR GC LC-MS 3. API and Intermediates from China reputed manufacturers 4. Documents support COA MOA MSDS DMF open part Our advantages 1. Government awarded company. Top 100 enter
Cas no. 184475-35-2 Gefitinib Our products are high quality, good price, quick delivery time and we supply all customers best service in the long-term cooperation as below: 1.Established manufacturer. 2.Professional team. 3.Track record of quality
As a leading manufacturer and supplier of chemicals in China, DayangChem not only supply popular chemicals, but also DayangChem's R&D center offer custom synthesis services. DayangChem can provide different quantities of custom synthesis ch
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inquiryItems Standard Result Assay 98%min ----------------------------------------------------------------------------------------------
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inquiryJinlan Pharm-Drugs Technology Co.,Limited (with its export company Hangzhou Royall Import & Export Co.,Ltd.)is located in Hangzhou, Zhejiang Province. Neighboring Ningbo port, Shanghai port, Hangzhou Xiaoshan Int’l Airport and Shanghai Pu
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inquiryUnique advantages of Gefitinib Cas 184475-35-2 Guaranteed purity High quality & competitive price Quality control Fast feedback Prompt shipment Appearance:Slight white to white crystalline powder Storage:Cool dry place Package:1kg/foi
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inquiryhigh quality Appearance:White or off-white Solid Storage:Sealed, dry, microtherm , avoid light and smell. Package:According to the demand of customer Application:Organic synthesis Transportation:by air or by sea Port:shanghai
The above product is Ality Chemical's strong item with best price, good quality and fast supply. Ality Chemical has been focusing on the research and production of this field for over 14 years. At the same time, we are always committed to providi
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Cangzhou Enke Pharma Tech Co.,ltd. is located in Cangzhou City, Hebei province ,where is a famous petroleum chemical industry city in China. Enke Pharma a high-tech enterprise ,and we are dedicated to developing and manufacturing new api, intermedi
Shanghai Seasonsgreen Chemical is a high-tech research and development, production, sale and custom synthesis set in one high-tech chemical products enterprises. Our sales and marketing division is located in Shanghai, serving international pharmaceu
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inquiryhebei yanxi chemical co., LTD who registered capital of 10 million yuan, nearly to $2 million, we have a pharmaceutical raw materials factory production of pharmaceutical raw materials, and a reagent r&d center, and we do research and developm
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Name:Iressa The alias:GEFITINIB CAS NO: 184475-35-2 Molecular formula:C22H24ClFN4O3 Molecular weight:446.9024 Product Quality 12 years of chemical raw materials Mature operation of the industry System stability Data storage Security without
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inquiryProduct Name: Gefitinib Synonyms: Gefitinib N-(3-Chloro-4-fluoro-phenyl)-7-methoxy-6-(3-morpholin-4-ylpropoxy)quinazolin-4-amine;IRESSA;GEFITINIB;AKOS 91371;n-(3-chloro-4-fluoro-phenyl)-7-methoxy-6-(3-morpholin-4-ylpropoxy)quinazolin-4-amine;N-(3-
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inquiryProduct Name: Gefitinib Synonyms: Gefitinib N-(3-Chloro-4-fluoro-phenyl)-7-methoxy-6-(3-morpholin-4-ylpropoxy)quinazolin-4-amine;IRESSA;GEFITINIB;AKOS 91371;n-(3-chloro-4-fluoro-phenyl)-7-methoxy-6-(3-morpholin-4-ylpropoxy)quinazolin-4-amine;N-(3
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inquiryHello, dear friend! I'm Hansen and Allen from China. Welcome to my lookchem mall! The following is a brief introduction of our company's products and services. If you are interested in our products, please contact us by emai
3-chloro-4-fluorophenylamine
4-chloro-7-methoxy-6-(3-morpholinopropoxy)quinazoline
gefitinib
Conditions | Yield |
---|---|
With potassium hydroxide In isopropyl alcohol at 20℃; | 99% |
In isopropyl alcohol at 80℃; for 0.533333h; Microwave irradiation; | 92% |
With N,N,N,N,-tetramethylethylenediamine; nickel dichloride In tetrahydrofuran at 50℃; for 0.333333h; Concentration; Temperature; Reagent/catalyst; | 92.5% |
3-chloro-4-fluorophenylamine
gefitinib
Conditions | Yield |
---|---|
In isopropyl alcohol Reflux; | 92.46% |
3-chloro-4-fluorophenylamine
gefitinib
Conditions | Yield |
---|---|
In isopropyl alcohol Reflux; | 92.06% |
4-(3-chloropropyl)morpholine
4-(3-chloro-4-fluorophenylamino)-6-hydroxy-7-methoxyquinazoline
gefitinib
Conditions | Yield |
---|---|
With 18-crown-6 ether; potassium carbonate; sodium iodide In N,N-dimethyl-formamide at 60℃; for 3h; Reagent/catalyst; Temperature; | 92% |
With tetrabutylammomium bromide; sodium carbonate; potassium iodide In iso-butanol Reflux; | 90% |
In N,N-dimethyl-formamide at 80 - 90℃; Concentration; | 88% |
4-(3-((4-chloro-7-methoxyquinazolin-6-yl)oxy)propyl)morpholine
1,3-dichloro-4-fluorobenzene
gefitinib
Conditions | Yield |
---|---|
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide Reflux; | 91% |
gefitinib
Conditions | Yield |
---|---|
With sodium hydroxide In water at 30 - 70℃; for 1.5h; pH=11 - 13; | 90.7% |
3-morpholinopropyl 4-methylbenzenesulfonate
4-(3-chloro-4-fluorophenylamino)-6-hydroxy-7-methoxyquinazoline
gefitinib
Conditions | Yield |
---|---|
With caesium carbonate In N,N-dimethyl-formamide at 80℃; for 6h; Solvent; Temperature; | 89.5% |
2-amino-4-methoxy-5-[(3-morpholin-4-yl)propoxy]benzonitrile
3-chloro-4-fluorophenylamine
N,N-dimethyl-formamide dimethyl acetal
gefitinib
Conditions | Yield |
---|---|
Stage #1: 2-amino-4-methoxy-5-[(3-morpholin-4-yl)propoxy]benzonitrile; N,N-dimethyl-formamide dimethyl acetal With acetic acid In toluene at 85 - 90℃; for 2h; Stage #2: 3-chloro-4-fluorophenylamine With acetic acid In toluene at 75 - 85℃; for 2.5h; Inert atmosphere; | 89.5% |
methanesulfonic acid 3-morpholin-4-yl-propyl ester
4-(3-chloro-4-fluorophenylamino)-6-hydroxy-7-methoxyquinazoline
gefitinib
Conditions | Yield |
---|---|
With caesium carbonate In N,N-dimethyl-formamide at 80℃; for 6h; Solvent; Temperature; | 89.2% |
4-(methylthio)-7-methoxy-6-[3-(4-morpholinyl)propoxy]quinazoline
3-chloro-4-fluorophenylamine
gefitinib
Conditions | Yield |
---|---|
With 3-chloro-4-fluoroaniline hydrochloride In isopropyl alcohol for 24h; Heating; | 85% |
7-methoxy-6-(3-morpholinopropoxy)-3,4-dihydroquinazolin-4-one
3-chloro-4-fluorophenylamine
gefitinib
Conditions | Yield |
---|---|
Stage #1: 7-methoxy-6-(3-morpholinopropoxy)-3,4-dihydroquinazolin-4-one With thionyl chloride; N,N-dimethyl-formamide for 1h; Reflux; Stage #2: 3-chloro-4-fluorophenylamine In isopropyl alcohol for 1h; Reflux; | 84% |
With potassium carbonate In isopropyl alcohol at 80 - 85℃; for 1h; | 82% |
Stage #1: 7-methoxy-6-(3-morpholinopropoxy)-3,4-dihydroquinazolin-4-one With thionyl chloride In N,N-dimethyl-formamide for 2h; Heating; Stage #2: 3-chloro-4-fluorophenylamine In N,N-dimethyl-formamide at 100℃; for 1h; Further stages.; | 73% |
Stage #1: 7-methoxy-6-(3-morpholinopropoxy)-3,4-dihydroquinazolin-4-one With triethylamine; trichlorophosphate In toluene at 5 - 70℃; Stage #2: 3-chloro-4-fluorophenylamine In isopropyl alcohol; toluene at 70℃; for 1h; | 62.86% |
Stage #1: 7-methoxy-6-(3-morpholinopropoxy)-3,4-dihydroquinazolin-4-one With thionyl chloride for 4h; Reflux; Stage #2: 3-chloro-4-fluorophenylamine In i-Amyl alcohol for 6h; Reflux; |
2-amino-4-methoxy-5-[(3-morpholin-4-yl)propoxy]benzonitrile
gefitinib
Conditions | Yield |
---|---|
With acetic acid at 130℃; for 1h; | 84% |
With acetic acid; sodium sulfate In toluene at 130℃; for 4h; | 70% |
gefitinib
Conditions | Yield |
---|---|
With N,N,N,N,-tetramethylethylenediamine; acetic acid; zinc In methanol at 0 - 45℃; for 24h; | 82% |
morpholine
6-(3-chloropropoxy)-N-(3-chloro-4-fluorophenyl)-7-methoxyquinazolin-4-ylamine
gefitinib
Conditions | Yield |
---|---|
With potassium iodide In N,N-dimethyl-formamide at 60℃; for 0.5h; | 78% |
3-chloro-4-fluorophenylamine
gefitinib
Conditions | Yield |
---|---|
With acetic acid at 130℃; for 3h; Temperature; | 78% |
With acetic acid In 5,5-dimethyl-1,3-cyclohexadiene at 135℃; | 71.1% |
With acetic acid at 125 - 130℃; for 3h; | 70% |
4 (3-bromopropyl)-morpholine
4-(3-chloro-4-fluorophenylamino)-6-hydroxy-7-methoxyquinazoline
gefitinib
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 12h; | 78% |
4-(3-chloropropyl)morpholine
4-(3-chloro-4-fluorophenylamino)-6-hydroxy-7-methoxyquinazoline
B
gefitinib
Conditions | Yield |
---|---|
Stage #1: 4-(3-chloropropyl)morpholine; 4-(3-chloro-4-fluorophenylamino)-6-hydroxy-7-methoxyquinazoline With hydrogenchloride Stage #2: With potassium carbonate In dimethyl sulfoxide at 80℃; for 2h; Reagent/catalyst; | A 13.5 %Chromat. B 64.5% |
gefitinib
Conditions | Yield |
---|---|
With trifluoroacetic acid In dichloromethane at 20℃; not specified; | 44% |
morpholine
gefitinib
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide | 27% |
7-methoxy-6-(3-morpholinopropoxy)-3,4-dihydroquinazolin-4-one
gefitinib
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: P2S5 / pyridine / 24 h / Heating 2.1: aq. NaOH / methanol / 15 - 20 °C 2.2: 8.3 g / methanol; H2O / 5 h / 20 °C 3.1: 85 percent / 3-chloro-4-fluoroaniline hydrochloride / propan-2-ol / 24 h / Heating View Scheme | |
Multi-step reaction with 2 steps 1: 90 percent / POCl3; triethylamine / toluene / 24 h / 58 °C 2: 91 percent / triethylamine / propan-2-ol / 288 h / Heating View Scheme | |
Multi-step reaction with 2 steps 1: oxalyl chloride / CHCl3; dimethylformamide / Heating 2: 70 percent / dimethylformamide / 1 h / 145 °C View Scheme | |
Multi-step reaction with 3 steps 1: trichlorophosphate / dichloromethane; N,N-dimethyl-formamide; acetonitrile / 3 h / 40 - 45 °C 2: hydrogenchloride / methanol; water / 1 h / 20 °C 3: sodium hydroxide / water / 1.5 h / 30 - 70 °C / pH 11 - 13 View Scheme |
7-methoxy-6-[3-(4-morpholinyl)propoxy]quinazolin-4(3H)-thione
gefitinib
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: aq. NaOH / methanol / 15 - 20 °C 1.2: 8.3 g / methanol; H2O / 5 h / 20 °C 2.1: 85 percent / 3-chloro-4-fluoroaniline hydrochloride / propan-2-ol / 24 h / Heating View Scheme |
4-(3-chloropropyl)morpholine
gefitinib
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: 391.5 g / potassium carbonate / dimethylformamide / 3 h / 100 °C 2.1: 391 g / hydroxylamine hydrochloride; pyridine / methanol / 1 h / Heating 3.1: 349 g / acetic anhydride / 3 h / 110 °C 4.1: 329 g / aq. nitric acid / acetic acid / 8 h / 45 - 50 °C 5.1: FeCl3; hydrazine hydrate / H2O; methanol / 3 h / Heating 5.2: 86 percent / HCl / H2O / 90 - 130 °C 6.1: thionyl chloride / dimethylformamide / 2 h / Heating 6.2: 73 percent / dimethylformamide / 1 h / 100 °C View Scheme | |
Multi-step reaction with 7 steps 1.1: 95 percent / K2CO3 / dimethylformamide / 10 h / 85 °C 2.1: 95 percent / aq. H2SO4; HNO3; AcOH / 50 h / 20 °C 3.1: 75 percent / sodium dithionite / H2O / 20 - 50 °C 4.1: 38 percent / KOH / 2-methyl-butan-2-ol / 82 °C 5.1: formamide / 20 - 100 °C 5.2: 78 percent / 7 h / 100 °C 6.1: 90 percent / POCl3; triethylamine / toluene / 24 h / 58 °C 7.1: 91 percent / triethylamine / propan-2-ol / 288 h / Heating View Scheme | |
Multi-step reaction with 4 steps 1.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 4 h / 78 °C 2.1: acetic acid; sulfuric acid / 0.5 h / 0 - 40 °C 2.2: 6 h / 40 °C 3.1: sodium thiosulphite / water / 2 h / 45 °C 3.2: 0.83 h / 70 °C 4.1: sodium sulfate; acetic acid / toluene / 4 h / 130 °C View Scheme |
4-methoxy-3-[3-(morpholin-4-yl)propoxy]benzonitrile
gefitinib
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: 329 g / aq. nitric acid / acetic acid / 8 h / 45 - 50 °C 2.1: FeCl3; hydrazine hydrate / H2O; methanol / 3 h / Heating 2.2: 86 percent / HCl / H2O / 90 - 130 °C 3.1: thionyl chloride / dimethylformamide / 2 h / Heating 3.2: 73 percent / dimethylformamide / 1 h / 100 °C View Scheme | |
Multi-step reaction with 6 steps 1.1: 95 percent / aq. H2SO4; HNO3; AcOH / 50 h / 20 °C 2.1: 75 percent / sodium dithionite / H2O / 20 - 50 °C 3.1: 38 percent / KOH / 2-methyl-butan-2-ol / 82 °C 4.1: formamide / 20 - 100 °C 4.2: 78 percent / 7 h / 100 °C 5.1: 90 percent / POCl3; triethylamine / toluene / 24 h / 58 °C 6.1: 91 percent / triethylamine / propan-2-ol / 288 h / Heating View Scheme | |
Multi-step reaction with 3 steps 1.1: acetic acid; sulfuric acid / 0.5 h / 0 - 40 °C 1.2: 6 h / 40 °C 2.1: sodium thiosulphite / water / 2 h / 45 °C 2.2: 0.83 h / 70 °C 3.1: sodium sulfate; acetic acid / toluene / 4 h / 130 °C View Scheme | |
Multi-step reaction with 3 steps 1: acetic acid; nitric acid / 3 h / 20 °C 2: ammonium formate; 15% palladium on carbon / ethanol / 2 h / 60 - 65 °C 3: acetic acid / 1 h / 130 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: nitric acid; sulfuric acid / dichloromethane / 3.5 h / 0 - 40 °C 2.1: sodium thiosulfate / water / 2 h / 48 - 53 °C 3.1: acetic acid / toluene / 2 h / 85 - 90 °C 3.2: 2.5 h / 75 - 85 °C / Inert atmosphere View Scheme |
2-nitro-4-methoxy-5-[3-(morpholin-4-yl)propoxy]benzonitrile
gefitinib
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: FeCl3; hydrazine hydrate / H2O; methanol / 3 h / Heating 1.2: 86 percent / HCl / H2O / 90 - 130 °C 2.1: thionyl chloride / dimethylformamide / 2 h / Heating 2.2: 73 percent / dimethylformamide / 1 h / 100 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: 75 percent / sodium dithionite / H2O / 20 - 50 °C 2.1: 38 percent / KOH / 2-methyl-butan-2-ol / 82 °C 3.1: formamide / 20 - 100 °C 3.2: 78 percent / 7 h / 100 °C 4.1: 90 percent / POCl3; triethylamine / toluene / 24 h / 58 °C 5.1: 91 percent / triethylamine / propan-2-ol / 288 h / Heating View Scheme | |
Multi-step reaction with 3 steps 1: sodium dithionite / water / 2.5 h / 50 °C 2: acetic acid / toluene / 3 h / 105 °C / Dean-Stark 3: acetic acid / 3 h / 125 - 130 °C View Scheme |
isovanillin
gefitinib
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: 391.5 g / potassium carbonate / dimethylformamide / 3 h / 100 °C 2.1: 391 g / hydroxylamine hydrochloride; pyridine / methanol / 1 h / Heating 3.1: 349 g / acetic anhydride / 3 h / 110 °C 4.1: 329 g / aq. nitric acid / acetic acid / 8 h / 45 - 50 °C 5.1: FeCl3; hydrazine hydrate / H2O; methanol / 3 h / Heating 5.2: 86 percent / HCl / H2O / 90 - 130 °C 6.1: thionyl chloride / dimethylformamide / 2 h / Heating 6.2: 73 percent / dimethylformamide / 1 h / 100 °C View Scheme | |
Multi-step reaction with 8 steps 1.1: 88 percent / sodium formate; formic acid; hydroxylamine sulfate / 8 h / 85 °C 2.1: 95 percent / K2CO3 / dimethylformamide / 10 h / 85 °C 3.1: 95 percent / aq. H2SO4; HNO3; AcOH / 50 h / 20 °C 4.1: 75 percent / sodium dithionite / H2O / 20 - 50 °C 5.1: 38 percent / KOH / 2-methyl-butan-2-ol / 82 °C 6.1: formamide / 20 - 100 °C 6.2: 78 percent / 7 h / 100 °C 7.1: 90 percent / POCl3; triethylamine / toluene / 24 h / 58 °C 8.1: 91 percent / triethylamine / propan-2-ol / 288 h / Heating View Scheme | |
Multi-step reaction with 10 steps 1.1: aminosulfonic acid; sodium chlorite / water / 2 h / 5 - 8 °C 2.1: hydrogenchloride / 4 h / 50 - 55 °C 3.1: potassium carbonate; potassium iodide / acetone / 25 - 30 °C 3.2: Reflux 4.1: nitric acid; acetic acid / 14 h / 25 - 35 °C 5.1: acetic acid; iron / 50 - 60 °C 6.1: ethyl acetate / 12 h / Reflux 7.1: oxalyl dichloride; N-ethyl-N,N-diisopropylamine / chloroform / 12 h / 60 - 65 °C 8.1: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 2 h / 60 - 65 °C 9.1: methanesulfonic acid / chloroform / 5 h / Reflux 10.1: potassium iodide; sodium carbonate; tetrabutylammomium bromide / iso-butanol / Reflux View Scheme |
4-methoxy-3-[3-(4-morpholinyl)propoxy]benzaldoxime
gefitinib
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: 349 g / acetic anhydride / 3 h / 110 °C 2.1: 329 g / aq. nitric acid / acetic acid / 8 h / 45 - 50 °C 3.1: FeCl3; hydrazine hydrate / H2O; methanol / 3 h / Heating 3.2: 86 percent / HCl / H2O / 90 - 130 °C 4.1: thionyl chloride / dimethylformamide / 2 h / Heating 4.2: 73 percent / dimethylformamide / 1 h / 100 °C View Scheme |
4-methoxy-3-[3-(4-morpholinyl)propoxy]benzaldehyde
gefitinib
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: 391 g / hydroxylamine hydrochloride; pyridine / methanol / 1 h / Heating 2.1: 349 g / acetic anhydride / 3 h / 110 °C 3.1: 329 g / aq. nitric acid / acetic acid / 8 h / 45 - 50 °C 4.1: FeCl3; hydrazine hydrate / H2O; methanol / 3 h / Heating 4.2: 86 percent / HCl / H2O / 90 - 130 °C 5.1: thionyl chloride / dimethylformamide / 2 h / Heating 5.2: 73 percent / dimethylformamide / 1 h / 100 °C View Scheme |
6-(3-chloropropoxy)-7-methoxyquinazolin-4(3H)-one
gefitinib
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 86 percent / SOCl2 / dimethylformamide / 4 h / Heating 2: 93 percent / propan-2-ol / 3 h / Heating 3: 78 percent / KI / dimethylformamide / 0.5 h / 60 °C View Scheme |
4-chloro-6-(3-chloropropoxy)-7-methoxyquinazoline
gefitinib
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 93 percent / propan-2-ol / 3 h / Heating 2: 78 percent / KI / dimethylformamide / 0.5 h / 60 °C View Scheme |
3-hydroxy-4-methoxybenzoate
gefitinib
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: 95 percent / K2CO3 / dimethylformamide / 4 h / 70 °C 2: 89 percent / nitric acid; acetic acid; acetic anhydride / 6 h / 20 °C 3: 77 percent / Fe; acetic acid / methanol / 0.5 h / 50 - 60 °C 4: 92 percent / ethanol / 6 h / Heating 5: 86 percent / SOCl2 / dimethylformamide / 4 h / Heating 6: 93 percent / propan-2-ol / 3 h / Heating 7: 78 percent / KI / dimethylformamide / 0.5 h / 60 °C View Scheme | |
Multi-step reaction with 7 steps 1: 76 percent / potassium carbonate / acetone / 24 h / Heating 2: 82 percent / nitric acid; trifluoroacetic acid / CH2Cl2 / 2 h / 20 °C 3: 60 percent / 1 h / 100 °C 4: hydrogen / palladium on activated carbon / methanol 5: 78 percent / 2-methoxy-ethanol / 2 h / 115 °C 6: oxalyl chloride / CHCl3; dimethylformamide / Heating 7: 70 percent / dimethylformamide / 1 h / 145 °C View Scheme | |
Multi-step reaction with 8 steps 1.1: potassium carbonate; potassium iodide / acetone / 25 - 30 °C 1.2: Reflux 2.1: nitric acid; acetic acid / 14 h / 25 - 35 °C 3.1: acetic acid; iron / 50 - 60 °C 4.1: ethyl acetate / 12 h / Reflux 5.1: oxalyl dichloride; N-ethyl-N,N-diisopropylamine / chloroform / 12 h / 60 - 65 °C 6.1: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 2 h / 60 - 65 °C 7.1: methanesulfonic acid / chloroform / 5 h / Reflux 8.1: potassium iodide; sodium carbonate; tetrabutylammomium bromide / iso-butanol / Reflux View Scheme | |
Multi-step reaction with 4 steps 1.1: sodium carbonate / N,N-dimethyl-formamide / 10 h / 85 °C 2.1: trimethylaluminum / hexane; dichloromethane / 5 h / 0 °C / Inert atmosphere; Reflux 3.1: trichlorophosphate / toluene / 2 h / Reflux 4.1: thionyl chloride; N,N-dimethyl-formamide / 1 h / Reflux 4.2: 1 h / Reflux View Scheme |
gefitinib
7-methoxy-6-(3-morpholinopropoxy)quinazolin-4-ol
Conditions | Yield |
---|---|
With hydrogenchloride for 6h; Heating; | 98% |
Conditions | Yield |
---|---|
With hydrogenchloride In dichloromethane; water at 20℃; for 3.5h; | 97% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; potassium hydroxide In tetrahydrofuran; acetonitrile at 50 - 60℃; for 24h; Inert atmosphere; | 95% |
Conditions | Yield |
---|---|
In methanol; acetonitrile at 50℃; for 4h; Temperature; Solvent; | 93.82% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; potassium hydroxide In tetrahydrofuran; acetonitrile at 50 - 60℃; for 24h; Inert atmosphere; | 93% |
Conditions | Yield |
---|---|
In methanol at 5 - 10℃; for 48.83h; Solvent; | 91.12% |
(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid
gefitinib
Conditions | Yield |
---|---|
In ethanol at 25 - 80℃; for 17h; | 90% |
In ethanol at 25 - 80℃; | 582 mg |
Conditions | Yield |
---|---|
In ethanol at 25 - 80℃; | 87.5% |
In ethanol at 25 - 80℃; for 17h; | 87.5% |
Conditions | Yield |
---|---|
In ethanol at 25 - 80℃; | 83% |
Conditions | Yield |
---|---|
In ethanol at 25 - 80℃; for 18h; | 83% |
gefitinib
O-Demethyl-Gefitinib
Conditions | Yield |
---|---|
With pyridine hydrochloride at 170℃; for 3h; | 80% |
With pyridine hydrochloride; potassium carbonate at 144℃; for 3h; Inert atmosphere; | 60.7% |
With lithium chloride In N,N-dimethyl-formamide for 15h; Heating; | 54% |
Conditions | Yield |
---|---|
Stage #1: gefitinib With tetrabutylammomium bromide; potassium hydroxide In tetrahydrofuran; water for 0.5h; Inert atmosphere; Stage #2: isopropyl bromide In tetrahydrofuran; water at 50 - 60℃; | 80% |
Conditions | Yield |
---|---|
In tetrachloromethane; acetone at 60℃; for 0.5h; | 69.1% |
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