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inquiry4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile CAS:24391-41-1 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializ
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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
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inquiryHenan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod
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inquiryA substitute for perfluorooctanoic acid, mainly used as a surfactant, dispersant, additive, etc Appearance:White solid or Colorless liquid Purity:99.3 % We will ship the goods in a timely manner as required We can provide relevant documents acc
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inquiryJ&H CHEM R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. J&H CHEM has some Manufacturing base in Jia
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inquiryZibo Hangyu Biotechnology Development Co., Ltd is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemi
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inquiryHunan chemfish Pharmaceutical co.,Ltd.located in Lugu High-tech industral park ,Hunan province . with its own R&D center and more than 10000㎡manufacture plant . Chemfish owns 40 reactors from 1000L to 8000L. With complete auxiliary equipment as
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inquiryWe Huarong Pharm can provide Customized Synthesis & Process R&D & APIs and intermediates Production & Quality Research & Registration Application, especially our GMP validation service which complies with SFDA, FDA, WHO and EU EMPA. O
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inquiryShanghai Finebiotech Co.,Ltd.was established in 2020, which providing professional chemical services. As a customer-oriented company, we have distinguished ourself from others in providing worldwide customers with cost-effective and efficient service
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inquiryAnsciep Chemical is a professional enterprise manufacturing and distributing fine chemicals and speciality chemicals. We have been dedicated to heterocycle compounds and phenyl rings for tens of years. This is our mature product for export. Our quali
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inquiry24391-41-1 7H-Pyrrolo[2,3-d]pyrimidine-5-carbonitrile,4-chloro-Appearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:intermediate Transportation:by air, by sea, by express
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inquiry4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde oxime
4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
Conditions | Yield |
---|---|
With thionyl chloride In dichloromethane at 20℃; | 97% |
With thionyl chloride In dichloromethane at 25 - 45℃; | 89.4% |
With thionyl chloride In dichloromethane at 20 - 40℃; for 22h; | 77% |
Stage #1: 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde oxime With thionyl chloride In dichloromethane at 20℃; Stage #2: With sodium hydrogencarbonate In water pH=4; | |
With thionyl chloride In dichloromethane at 20℃; |
4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
Conditions | Yield |
---|---|
With thionyl chloride In dichloromethane at 20 - 45℃; | 89.4% |
5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine
4-tolyl thiocyanate
4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran; methanol; dichloromethane |
4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine
tri-n-butyltin cyanide
4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
Conditions | Yield |
---|---|
Stage #1: tri-n-butyltin cyanide; tetrakis(triphenylphosphine) palladium(0) In 1,1-dichloroethane for 0.5h; Inert atmosphere; Reflux; Stage #2: 4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine In 1,1-dichloroethane for 24h; Reflux; Inert atmosphere; |
5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine
4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere 1.2: -78 - 20 °C 2.1: hydroxylamine hydrochloride; sodium hydroxide / ethanol; water / 1 h / 20 °C 3.1: thionyl chloride / dichloromethane / 20 °C 3.2: pH 4 View Scheme | |
Multi-step reaction with 3 steps 1.1: n-butyllithium / tetrahydrofuran / 1.17 h / -78 °C / Inert atmosphere 1.2: -78 - 20 °C 2.1: hydroxylamine hydrochloride; sodium hydroxide / ethanol; water / 0.5 h / 20 °C 3.1: thionyl chloride / dichloromethane / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: n-butyllithium / tetrahydrofuran / 1.17 h / -78 °C / Inert atmosphere 1.2: -78 - 20 °C 2.1: hydroxylamine hydrochloride; sodium hydroxide / water; ethanol / 1 h / 20 °C 3.1: thionyl chloride / dichloromethane / 20 °C View Scheme |
4-chloro-1H-pyrrolo[2,3-d]pyrimidine
4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: N-Bromosuccinimide / dichloromethane / 3 h / 20 °C / Inert atmosphere 2.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere 2.2: -78 - 20 °C 3.1: hydroxylamine hydrochloride; sodium hydroxide / ethanol; water / 1 h / 20 °C 4.1: thionyl chloride / dichloromethane / 20 °C 4.2: pH 4 View Scheme | |
Multi-step reaction with 4 steps 1.1: N-Bromosuccinimide / dichloromethane / 3 h / 20 °C / Inert atmosphere 2.1: n-butyllithium / tetrahydrofuran / 1.17 h / -78 °C / Inert atmosphere 2.2: -78 - 20 °C 3.1: hydroxylamine hydrochloride; sodium hydroxide / ethanol; water / 0.5 h / 20 °C 4.1: thionyl chloride / dichloromethane / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 1 h / 20 °C 2.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere 2.2: -78 - 20 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: N-Bromosuccinimide / dichloromethane / 3 h / 20 °C / Inert atmosphere 2.1: n-butyllithium / tetrahydrofuran / 1.17 h / -78 °C / Inert atmosphere 2.2: -78 - 20 °C 3.1: hydroxylamine hydrochloride; sodium hydroxide / water; ethanol / 1 h / 20 °C 4.1: thionyl chloride / dichloromethane / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: N-iodo-succinimide / N,N-dimethyl-formamide / 20 °C 2.1: tetrakis(triphenylphosphine) palladium(0) / 1,1-dichloroethane / 0.5 h / Inert atmosphere; Reflux 2.2: 24 h / Reflux; Inert atmosphere View Scheme |
4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: hydroxylamine hydrochloride; sodium hydroxide / ethanol; water / 1 h / 20 °C 2.1: thionyl chloride / dichloromethane / 20 °C 2.2: pH 4 View Scheme | |
Multi-step reaction with 2 steps 1: hydroxylamine hydrochloride; sodium hydroxide / ethanol; water / 0.5 h / 20 °C 2: thionyl chloride / dichloromethane / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: hydroxylamine hydrochloride; sodium hydroxide / water; ethanol / 1 h / 20 °C 2: thionyl chloride / dichloromethane / 20 °C View Scheme |
5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine
P-toluenesulfonyl cyanide
4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
Conditions | Yield |
---|---|
Stage #1: 5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; Stage #2: P-toluenesulfonyl cyanide In tetrahydrofuran at -78 - 20℃; |
4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
benzyl spiro[indoline-3,4’-piperidine]-1‘-carboxylate
Conditions | Yield |
---|---|
With potassium dihydrogenphosphate; phosphoric acid In dimethyl sulfoxide at 80℃; for 12h; | 74% |
With potassium dihydrogenphosphate; phosphoric acid In dimethyl sulfoxide at 80℃; |
bromoacetic acid tert-butyl ester
4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
Conditions | Yield |
---|---|
Stage #1: 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile With sodium hydride In N,N-dimethyl-formamide; mineral oil for 0.0833333h; Stage #2: bromoacetic acid tert-butyl ester In N,N-dimethyl-formamide; mineral oil for 2h; | 74% |
(S)-3-phenyl-2-(pyrrolidin-2-yl)pyrrolo[1,2-f][1,2,4]triazin-4(3H)-one hydrochloride
4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
(S)-4-(2-(4-oxo-3-phenyl-3,4-dihydropyrrolo[1,2-f][1,2,4]triazin-2-yl)pyrrolidin-1-yl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
Conditions | Yield |
---|---|
With triethylamine In butan-1-ol for 1.5h; Reflux; | 64% |
With triethylamine In butan-1-ol for 1.5h; Reflux; | 64% |
With triethylamine In butan-1-ol for 1.5h; Reflux; |
(S)-2-(azetidin-2-yl)-5-chloro-3-(2,2-difluoroethyl)pyrrolo[1,2-f][1,2,4] triazin4(3H)-one hydrochloride
4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
(S)-4-(2-(5-chloro-3-(2,2-difluoroethyl)-4-oxo-3,4-dihydropyrrolo[1,2-f][1,2,4]triazin-2-yl)azetidin-1-yl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
Conditions | Yield |
---|---|
With triethylamine In butan-1-ol at 130℃; for 2h; | 63% |
With triethylamine In butan-1-ol at 130℃; for 2h; | 63% |
With triethylamine In butan-1-ol at 130℃; for 2h; | 63% |
(5)-7-fluoro-2-(pyrrolidin-2-yl)pyrrolo[1,2-f][1,2,4]triazin-4(3H)-one hydrochloride
4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
(S)-4-(2-(7-fiuoro-4-oxo-3,4-dihydropyrrolo[1,2-f][l,2,4]triazin-2-yl)pyrrolidin-1-yl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
Conditions | Yield |
---|---|
With triethylamine In butan-1-ol for 2h; Reflux; | 62% |
With triethylamine In butan-1-ol for 2h; Reflux; | 27 mg |
4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
(3-hydroxymethyl-pyrrolidin-3-yl)-carbamic acid tert-butyl ester
[1-(5-cyano-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-3-hydroxymethyl-pyrrolidin-3-yl]-carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 80℃; for 5h; | 60% |
methanol
carbon monoxide
4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
C9H6N4O2
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride at 100℃; under 5171.62 Torr; for 16h; | 58% |
4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
4-sulfamoylphenylboronic acid
Conditions | Yield |
---|---|
With dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); tert-butylamine In water; isopropyl alcohol at 160℃; for 1h; Inert atmosphere; | 48% |
4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
1,2,3-tri-O-acetyl-5-O-benzoyl-5-(R)-C-methyl-β-D-ribofuranose
4-chloro-5-cyano-7-(2',3'-di-O-acetyl-5'-O-benzoyl-5'(R)-C-methyl-β-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidine
Conditions | Yield |
---|---|
With chloro-trimethyl-silane; trimethylsilyl trifluoromethanesulfonate; 1,1,1,3,3,3-hexamethyl-disilazane In acetonitrile for 24h; Heating; | 47% |
piperidine
4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
Conditions | Yield |
---|---|
Stage #1: piperidine; 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile In tert-butyl alcohol for 2.5h; Heating / reflux; Stage #2: With hydrogenchloride In diethyl ether; water; tert-butyl alcohol Stage #3: With potassium hydroxide In water pH=7; | 42% |
In tert-butyl alcohol | 29 mg (42%) |
(S)-7-fluoro-3-isobutyl-2-(pyrrolidin-2-yl)pyrrolo[1,2-f][1,2,4]triazin-4(3H)-one hydrochloride
4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
(S)-4-(2-(7-fluoro-3-isobutyl-4-oxo-3,4-dihydropyrrolo[1,2-f][1,2,4]triazin-2-yl)pyrrolidin-1-yl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
Conditions | Yield |
---|---|
With triethylamine In butan-1-ol for 2h; Reflux; | 31% |
With triethylamine In butan-1-ol for 2h; Reflux; | 31% |
With triethylamine In butan-1-ol for 2h; Reflux; | 31% |
1,2,3-tri-O-acetyl-5-O-benzoyl-3-C-methyl-α-D-ribofuranose
4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
4-chloro-5-cyano-7-(2',3'-di-O-acetyl-5'-O-benzoyl-3'-C-methyl-β-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidine
Conditions | Yield |
---|---|
With chloro-trimethyl-silane; trimethylsilyl trifluoromethanesulfonate; 1,1,1,3,3,3-hexamethyl-disilazane In acetonitrile for 24h; Heating; | 28% |
4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
4-[[4-(dimethylamino)cyclohexyl]oxyl]-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
Conditions | Yield |
---|---|
Stage #1: (1r,4r)-4-(dimethylamino)cyclohexan-1-ol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.5h; Stage #2: 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile In tetrahydrofuran; mineral oil at 0℃; Reflux; | 19% |
4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
Vengicide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 31 percent / 1,1,1,3,3,3-hexamethyldisilazane (HMDS), trimethylsilyl chloride (TMSCl), trimethylsilyl triflate (TMSOTf) / acetonitrile / 24 h / Heating 2: 53 percent / methanol. NH3 / 8 h / 110 °C View Scheme |
4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
4-amino-5-cyano-7-(3'-C-methyl-β-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 28 percent / 1,1,1,3,3,3-hexamethyldisilazane (HMDS), trimethylsilyl chloride (TMSCl), trimethylsilyl triflate (TMSOTf) / acetonitrile / 24 h / Heating 2: 51 percent / methanol. NH3 / 8 h / 110 °C View Scheme |
4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
3'-C-methylsangivamycin
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 28 percent / 1,1,1,3,3,3-hexamethyldisilazane (HMDS), trimethylsilyl chloride (TMSCl), trimethylsilyl triflate (TMSOTf) / acetonitrile / 24 h / Heating 2: 51 percent / methanol. NH3 / 8 h / 110 °C 3: 90 percent / 35percent aq. H2O2, conc. NH4OH / 1 h / Ambient temperature View Scheme |
4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
5'(S)-C-methylsangivamycin
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 32 percent / 1,1,1,3,3,3-hexamethyldisilazane (HMDS), trimethylsilyl chloride (TMSCl), trimethylsilyl triflate (TMSOTf) / acetonitrile / 24 h / Heating 2: 55 percent / methanol. NH3 / 8 h / 110 °C 3: 100 percent / 35percent aq. H2O2, conc. NH4OH / 1 h / Ambient temperature View Scheme |
4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
4-amino-5-cyano-7-(5'(S)-C-methyl-β-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 32 percent / 1,1,1,3,3,3-hexamethyldisilazane (HMDS), trimethylsilyl chloride (TMSCl), trimethylsilyl triflate (TMSOTf) / acetonitrile / 24 h / Heating 2: 55 percent / methanol. NH3 / 8 h / 110 °C View Scheme |
4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
sangivamycin
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 31 percent / 1,1,1,3,3,3-hexamethyldisilazane (HMDS), trimethylsilyl chloride (TMSCl), trimethylsilyl triflate (TMSOTf) / acetonitrile / 24 h / Heating 2: 53 percent / methanol. NH3 / 8 h / 110 °C 3: 87 percent / 35percent aq. H2O2, conc. NH4OH / 1 h / Ambient temperature View Scheme |
4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
Conditions | Yield |
---|---|
With sodium hydrogencarbonate for 10h; Reflux; |
4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
Conditions | Yield |
---|---|
With sodium hydrogencarbonate for 10h; Reflux; |
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