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inquiryProduct Name: 3H-Imidazo[4,5-b]pyridine, 5,7-dichloro- Synonyms: 3H-Imidazo[4,5-b]pyridine, 5,7-dichloro-;5,7-dichloro-1H-imidazo[4,5-b]pyridine;Nsc264046;5,7-Dichloroimidazo[4,5-b]pyridine;7-dichloro-1H-iMidazo[4;1H-IMidazo[4,5-b]pyri
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inquiryName:5,7-Dichloro-3H-Imidazo[4,5-B]Pyridine Molecular Formula:C6H3Cl2N3 Molecular Weight:188 CAS No.:24485-01-6 Appearance:Slight Yellow To Brown Solid Appearance:Slight Yellow To Brown Solid Storage:Store in cool and dry place, away from sun lig
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inquiry5,7-Dichloro-1H-imidazo[4,5-b]pyridine cas 24485-01-6Appearance: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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7-nitro-1H-imidazo[4,5-b]pyridine 4-oxide
5,7-dichloro-3H-imidazo<4,5-b>pyrimidine
Conditions | Yield |
---|---|
With trichlorophosphate In N,N-dimethyl-formamide at 0 - 120℃; for 3h; | 90% |
With trichlorophosphate at 100℃; for 2.5h; | 86% |
Multi-step reaction with 2 steps 1: 51 percent / H2 / 5percent Pd on charcoal / ethanol / 5 h / 2280 Torr / Ambient temperature 2: phosphoryl chloride View Scheme |
7-nitroimidazo<4,5-b>pyridine 4-oxide
5,7-dichloro-3H-imidazo<4,5-b>pyrimidine
Conditions | Yield |
---|---|
With trichlorophosphate In N,N-dimethyl-formamide for 2h; Heating; | 80% |
With trichlorophosphate In N,N-dimethyl-formamide at 115℃; for 0.166667h; | 50% |
With trichlorophosphate In N,N-dimethyl-formamide | |
With trichlorophosphate In N,N-dimethyl-formamide |
7-Amino-3H-imidazo<4,5-b>pyridine 4-N-Oxide
5,7-dichloro-3H-imidazo<4,5-b>pyrimidine
Conditions | Yield |
---|---|
With trichlorophosphate |
3H-Imidazo<4,5-b>pyridine 4-N-oxide
5,7-dichloro-3H-imidazo<4,5-b>pyrimidine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 67 percent / trifluoroacetic acid; HNO3 / 3 h / 90 °C 2: 80 percent / POCl3 / dimethylformamide / 2 h / Heating View Scheme | |
Multi-step reaction with 2 steps 1: trifluoroacetic acid; nitric acid / 4 h / 90 °C 2: trichlorophosphate / N,N-dimethyl-formamide / 0.17 h / 115 °C View Scheme |
3H-imidazo[4,5-b]pyridine
5,7-dichloro-3H-imidazo<4,5-b>pyrimidine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 96 percent / aq. H2O2; acetic acid / 19 h / 60 - 70 °C 2: 67 percent / trifluoroacetic acid; HNO3 / 3 h / 90 °C 3: 80 percent / POCl3 / dimethylformamide / 2 h / Heating View Scheme | |
Multi-step reaction with 3 steps 1: 3-chloro-benzenecarboperoxoic acid / 72 h / 20 °C 2: trifluoroacetic acid; nitric acid / 4 h / 90 °C 3: trichlorophosphate / N,N-dimethyl-formamide / 0.17 h / 115 °C View Scheme |
5,7-dichloro-3H-imidazo<4,5-b>pyrimidine
Conditions | Yield |
---|---|
With trichlorophosphate In water |
1H-Imidazo[4,5-b]pyridine
5,7-dichloro-3H-imidazo<4,5-b>pyrimidine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: dihydrogen peroxide / acetic acid / 50 - 70 °C 2: nitric acid / trifluoroacetic acid / 3.5 h / 0 - 90 °C 3: trichlorophosphate / N,N-dimethyl-formamide / 3 h / 0 - 120 °C View Scheme |
Imidazo<4,5-b>pyridine 4-Oxide
5,7-dichloro-3H-imidazo<4,5-b>pyrimidine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: nitric acid / trifluoroacetic acid / 3.5 h / 0 - 90 °C 2: trichlorophosphate / N,N-dimethyl-formamide / 3 h / 0 - 120 °C View Scheme |
2,3-Diaminopyridine
5,7-dichloro-3H-imidazo<4,5-b>pyrimidine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: orthoformic acid triethyl ester / 3 h / 145 °C 1.2: 2 h / 110 °C 1.3: activated charcoal / 20 °C 2.1: 3-chloro-benzenecarboperoxoic acid / 72 h / 20 °C 3.1: trifluoroacetic acid; nitric acid / 4 h / 90 °C 4.1: trichlorophosphate / N,N-dimethyl-formamide / 0.17 h / 115 °C View Scheme |
5,7-dichloro-3H-imidazo<4,5-b>pyrimidine
1,2,3,5-tetraacetylribose
1-(5,7-dichloro-imidazo[4,5-b]pyridin-3-yl)-O2,O3-isopropylidene-β-D-1-deoxy-ribofuranose
Conditions | Yield |
---|---|
With tin(IV) chloride In acetonitrile at 20℃; | 82% |
With tin(IV) chloride | |
Stage #1: 5,7-dichloro-3H-imidazo<4,5-b>pyrimidine With N,O-bis-(trimethylsilyl)-acetamide In acetonitrile at 85℃; for 1h; Stage #2: 1,2,3,5-tetraacetylribose With trimethylsilyl trifluoromethanesulfonate In acetonitrile at 85℃; for 4h; |
5,7-dichloro-3H-imidazo<4,5-b>pyrimidine
(2S,3R,5S)-5-((benzoyloxy)methyl)tetrahydrofuran-2,3-diyl diacetate
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid at 160℃; | 81% |
5,7-dichloro-3H-imidazo<4,5-b>pyrimidine
(2S,3R,5S)-5-((benzoyloxy)methyl)tetrahydrofuran-2,3-diyl diacetate
3-(2-O-acetyl-5-O-benzoyl-3-deoxy-β-D-ribofuranosyl)-5,7-dichloro-3H-imidazo[4,5-b]pyridine
Conditions | Yield |
---|---|
With tin(IV) chloride In acetonitrile Substitution; | 69% |
With tin(IV) chloride In acetonitrile | 69% |
5,7-dichloro-3H-imidazo<4,5-b>pyrimidine
(2S,3R,5S)-5-((benzoyloxy)methyl)tetrahydrofuran-2,3-diyl diacetate
A
5,7-dichloro-3-deoxy-3-deoxy-β-D-ribofuranosyl-3H-imidazo[4,5-b]pyridine
B
5,7-dichloro-3-(3-deoxy-α-D-ribofuranosyl)-3H-imidazo[4,5-b]pyridine
Conditions | Yield |
---|---|
Stage #1: 5,7-dichloro-3H-imidazo<4,5-b>pyrimidine; (2S,3R,5S)-5-((benzoyloxy)methyl)tetrahydrofuran-2,3-diyl diacetate With toluene-4-sulfonic acid Stage #2: With ammonia In methanol | A 56% B 29% |
5,7-dichloro-3H-imidazo<4,5-b>pyrimidine
(2S,3R,5S)-5-((benzoyloxy)methyl)tetrahydrofuran-2,3-diyl diacetate
A
3-(2-O-acetyl-5-O-benzoyl-3-deoxy-β-D-ribofuranosyl)-5,7-dichloro-3H-imidazo[4,5-b]pyridine
Conditions | Yield |
---|---|
toluene-4-sulfonic acid at 160℃; for 0.166667h; Glycosylation; | A 52% B 29% |
With toluene-4-sulfonic acid at 160℃; for 0.166667h; Substitution; Title compound not separated from byproducts; | |
With toluene-4-sulfonic acid Heating; |
1-(bromomethyl)-2-methyl-3-(trifluoromethyl)benzene
5,7-dichloro-3H-imidazo<4,5-b>pyrimidine
5,7-dichloro-3-(2-methyl-3-(trifluoromethyl)benzyl)-3H-imidazo[4,5-b]pyridine
Conditions | Yield |
---|---|
Stage #1: 5,7-dichloro-3H-imidazo<4,5-b>pyrimidine With potassium carbonate In N,N-dimethyl-formamide for 0.416667h; Stage #2: 1-(bromomethyl)-2-methyl-3-(trifluoromethyl)benzene In N,N-dimethyl-formamide at 20℃; | 47.6% |
benzyl chloride
5,7-dichloro-3H-imidazo<4,5-b>pyrimidine
2,6-dichloro-9-benzyl-1-deazapurine
Conditions | Yield |
---|---|
Stage #1: 5,7-dichloro-3H-imidazo<4,5-b>pyrimidine With potassium carbonate In N,N-dimethyl-formamide for 0.5h; Stage #2: benzyl chloride In N,N-dimethyl-formamide at 20℃; for 16h; | 42% |
3,4-dihydro-2H-pyran
5,7-dichloro-3H-imidazo<4,5-b>pyrimidine
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In tetrahydrofuran at 70℃; for 16h; | 35.53% |
5,7-dichloro-3H-imidazo<4,5-b>pyrimidine
2-(bromomethyl)naphthalene
5,7-dichloro-3-(1-naphthalenylmethyl)-3H-imidazo[4,5-b]pyridine
Conditions | Yield |
---|---|
Stage #1: 5,7-dichloro-3H-imidazo<4,5-b>pyrimidine With potassium carbonate In N,N-dimethyl-formamide for 25h; Stage #2: 2-(bromomethyl)naphthalene at 20℃; | 26.2% |
Hoffer's chlorosugar
5,7-dichloro-3H-imidazo<4,5-b>pyrimidine
C
5,7-dichloro-3-(2-deoxy-β-D-erythro-pentofuranosyl)-3H-imidazo[4,5-b]pyridine
Conditions | Yield |
---|---|
With ammonia; sodium hydride 1.) CH3CN, 0 deg C, 3 h, 2.) MeOH, RT, 36 h; Yield given. Multistep reaction. Yields of byproduct given; |
Hoffer's chlorosugar
5,7-dichloro-3H-imidazo<4,5-b>pyrimidine
Conditions | Yield |
---|---|
With sodium hydride at 0℃; for 3h; |
2,3-dideoxy-5-O-<(1,1-dimethylethyl)dimethylsilyl>-α/β-D-glycero-pentofuranosyl chloride
5,7-dichloro-3H-imidazo<4,5-b>pyrimidine
Conditions | Yield |
---|---|
Yield given; |
methyl 2,3-dideoxy-5-O-(4-methylbenzoyl)-D-glycero-pentofuranoside
5,7-dichloro-3H-imidazo<4,5-b>pyrimidine
B
5,7-dichloro-3-(2,3-dideoxy-5-O-p-toluoyl-β-D-glycero-pentofuranosyl)-3H-imidazo<4,5-b>pyridine
5,7-dichloro-3H-imidazo<4,5-b>pyrimidine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: K2CO3 / dimethylformamide / 0.5 h 1.2: 42 percent / dimethylformamide / 16 h / 20 °C 2.1: 91 percent / K2CO3 / Pd(PPh3)4 / toluene / 0.5 h / 150 °C / microwave irradiation 3.1: 41 percent / ammonium formate / Pd(OH)2/C / ethanol / 0.33 h / 140 - 150 °C / microwave irradiation View Scheme |
5,7-dichloro-3H-imidazo<4,5-b>pyrimidine
3-benzyl-5,7-diphenyl-3H-imidazo[4,5-b]pyridine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: K2CO3 / dimethylformamide / 0.5 h 1.2: 42 percent / dimethylformamide / 16 h / 20 °C 2.1: 91 percent / K2CO3 / Pd(PPh3)4 / toluene / 0.5 h / 150 °C / microwave irradiation View Scheme |
5,7-dichloro-3H-imidazo<4,5-b>pyrimidine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 81 percent / TsOH / 160 °C 2: 85 percent / NH3 / methanol / 20 °C View Scheme |
5,7-dichloro-3H-imidazo<4,5-b>pyrimidine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: SnCl4 2: 85 percent / triethylamine / dimethylformamide / 18 h / 20 °C 3: 65 percent / ammonia / methanol / 18 h / 0 °C View Scheme |
5,7-dichloro-3H-imidazo<4,5-b>pyrimidine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: SnCl4 2: 75 percent / triethylamine / dimethylformamide / 18 h / 20 °C 3: 88 percent / ammonia / methanol / 18 h / 0 °C View Scheme |
5,7-dichloro-3H-imidazo<4,5-b>pyrimidine
5-chloro-7-(benzylsulfanyl)-3-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)-3H-imidazo[4,5-b]pyridine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: SnCl4 2: 85 percent / triethylamine / dimethylformamide / 18 h / 20 °C View Scheme |
5,7-dichloro-3H-imidazo<4,5-b>pyrimidine
5-chloro-7-(4-nitrobenzylsulfanyl)-3-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)-3H-imidazo[4,5-b]pyridine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: SnCl4 2: 75 percent / triethylamine / dimethylformamide / 18 h / 20 °C View Scheme |
5,7-dichloro-3H-imidazo<4,5-b>pyrimidine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 69 percent / SnCl4 / acetonitrile 2: NH3 / methanol 3: NH3 / 130 °C 4: H2 / Pd-C View Scheme | |
Multi-step reaction with 4 steps 1: TsOH / Heating 2: NH3 / methanol 3: NH3 / 130 °C 4: H2 / Pd-C View Scheme | |
Multi-step reaction with 3 steps 1.1: p-toluenesulfonic acid 1.2: 56 percent / NH3 / methanol 2.1: NH3 / 130 °C 3.1: H2 / Pd-C View Scheme |
5,7-dichloro-3H-imidazo<4,5-b>pyrimidine
5,7-dichloro-3-deoxy-3-deoxy-β-D-ribofuranosyl-3H-imidazo[4,5-b]pyridine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 69 percent / SnCl4 / acetonitrile 2: NH3 / methanol View Scheme | |
Multi-step reaction with 2 steps 1: TsOH / Heating 2: NH3 / methanol View Scheme | |
Multi-step reaction with 2 steps 1: 69 percent / SnCl4 / acetonitrile 2: 85 percent / NH3 / methanol / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: p-TsOH / 0.17 h / 160 °C 2: 85 percent / NH3 / methanol / 20 °C View Scheme |
5,7-dichloro-3H-imidazo<4,5-b>pyrimidine
7-amino-5-chloro-3-(3-deoxy-β-D-ribofuranosyl)-3H-imidazo[4,5-b]pyridine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 69 percent / SnCl4 / acetonitrile 2: NH3 / methanol 3: NH3 / 130 °C View Scheme | |
Multi-step reaction with 3 steps 1: TsOH / Heating 2: NH3 / methanol 3: NH3 / 130 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: p-toluenesulfonic acid 1.2: 56 percent / NH3 / methanol 2.1: NH3 / 130 °C View Scheme |
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