767-69-1Relevant articles and documents
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Elion,Hitchings
, p. 3508 (1956)
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Version: 1.0
Creation Date: Aug 20, 2017
Revision Date: Aug 20, 2017
Product name | 6-bromo-7H-purine |
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Product number | - |
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Other names | BB-127E |
Identified uses | For industry use only. |
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Uses advised against | no data available |
Emergency phone number | - |
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Service hours | Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours). |
More Details:767-69-1 SDS
3,4-dihydro-2H-pyran
6-bromopurine
6-bromo-9-(tetrahydro-2H-pyran-2-yl)-9H-purine
Conditions | Yield |
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With toluene-4-sulfonic acid In chloroform at 0 - 20℃; for 1h; | 98% |
toluene-4-sulfonic acid In chloroform at 0 - 20℃; for 18h; | 94% |
Conditions | Yield |
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With hydrazine hydrate In ethanol for 0.5h; Heating; | 93% |
6-bromopurine
Conditions | Yield |
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Stage #1: 6-bromopurine With tris-(dibenzylideneacetone)dipalladium(0); (S,S)-[2-(4'-isopropyloxazolin-2'-yl)ferrocenyl]diphenylphosphine; α-naphthol; potassium carbonate In toluene at 20℃; for 0.5h; Inert atmosphere; Stage #2: rac-ethyl 5-((tert-butoxycarbonyl)oxy)cyclopent-1-ene-1-carboxylate In toluene at 0℃; for 72h; Inert atmosphere; enantioselective reaction; | 93% |
Conditions | Yield |
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With 1-((1R,2R)-2-aminocyclohexyl)-3-(3,5-bis(trifluoromethyl)phenyl)thiourea; benzoic acid In toluene at 25℃; for 48h; Catalytic behavior; Temperature; Michael Addition; enantioselective reaction; | 89% |
6-bromopurine
1,2,3,5-tetra-O-benzoyl-2-C-methyl-β-D-ribofuranose
C32H25BrN4O7
Conditions | Yield |
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Stage #1: 6-bromopurine With N,O-bis-(trimethylsilyl)-acetamide In acetonitrile at 90℃; for 0.75h; Stage #2: 1,2,3,5-tetra-O-benzoyl-2-C-methyl-β-D-ribofuranose With trimethylsilyl trifluoromethanesulfonate In acetonitrile at 90℃; for 3.5h; | 87% |
2-(1-aminopropyl)-3-iodo-6-methyl-4H-pyrido[1,2-a]pyrimidin-4-one
6-bromopurine
3-iodo-6-methyl-2-[1-(9H-purin-6-ylamino)propyl]-4H-pyrido[1,2-a]pyrimidin-4-one
Conditions | Yield |
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With N-ethyl-N,N-diisopropylamine In ethanol Reflux; Inert atmosphere; | 82.5% |
Conditions | Yield |
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In N,N-dimethyl-formamide Ambient temperature; | 80% |
(S)-3-phenyl-2-(pyrrolidin-2-yl)pyrrolo[1,2-f][1,2,4]triazin-4(3H)-one
6-bromopurine
(S)-2-(1-(9H-purin-6-yl)pyrrolidin-2-yl)-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one
Conditions | Yield |
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With N-ethyl-N,N-diisopropylamine In tert-butyl alcohol at 80℃; | 80% |
Conditions | Yield |
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Stage #1: 6-bromopurine With 2,2,6,6-tetramethylpiperidinylmagnesium chloride In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere; Stage #2: methyl iodide In tetrahydrofuran at 25℃; for 20h; Inert atmosphere; | 80% |
(S)-2-(1-((9H-purin-6-yl-2,8-d2)amino)propyl)-5-fluoro-3-phenylquinazolin-4(3H)-one
6-bromopurine
Conditions | Yield |
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With sodium acetate; acetic acid In isopropyl alcohol at 80℃; for 18h; | 78% |
With N-ethyl-N,N-diisopropylamine In tert-butyl alcohol |
6-bromopurine
2-bromocyclopentanone
Conditions | Yield |
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With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 24h; | 71% |
Conditions | Yield |
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With potassium carbonate In N,N-dimethyl-formamide for 24h; | 68% |
diethyl 3-(phenyl)oxirane-2,2-dicarboxylate
6-bromopurine
Conditions | Yield |
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With yttrium(III) trifluoromethanesulfonate In 1,2-dichloro-ethane at 80℃; for 10h; Molecular sieve; Sealed tube; regioselective reaction; | 67% |
Conditions | Yield |
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With Lactobacillus animalis ATCC 35046 2’-N-deoxyribosyltransferase immobilized in DEAE-Sepharose In aq. buffer at 30℃; pH=7; Green chemistry; Enzymatic reaction; | 61% |
6-bromopurine
Conditions | Yield |
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With N-ethyl-N,N-diisopropylamine In tert-butyl alcohol at 80℃; for 30h; | 60% |
Conditions | Yield |
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With potassium carbonate In N,N-dimethyl-formamide for 16h; | A 17% B 59% |
1-[3-(3,5-difluorophenyl)-5-methylimidazo[1,2-a]pyridin-2-yl]ethanamine
6-bromopurine
N-{1-[3-(3,5-difluorophenyl)-5-methylimidazo[1,2-a]pyridin-2-yl]ethyl}-9H-purin-6-amine
Conditions | Yield |
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With N-ethyl-N,N-diisopropylamine In ethanol at 90℃; for 18h; | 58% |
1-[8-(4-{[tert-butyl(dimethyl)silyl]oxy}piperidin-1-yl)-5-chloroquinolin-7-yl]ethanamine
6-bromopurine
N-{1-[8-(4-{[tert-butyl(dimethyl)silyl]oxy}piperidin-1-yl)-5-chloroquinolin-7-yl]ethyl}-9H-purin-6-amine
Conditions | Yield |
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With N-ethyl-N,N-diisopropylamine In ethanol Reflux; Inert atmosphere; | 57% |
Conditions | Yield |
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With potassium phosphate; bis(tri-t-butylphosphine)palladium(0) In N,N-dimethyl acetamide at 100℃; | 55% |
(RS)-2,3-dihydro-1,4-benzoxathiin-2-methanol
6-bromopurine
A
(RS)-6-bromo-9-(2,3-dihydro-1,4-benzoxathiin-3-ylmethyl)-9H-purine
B
(RS)-6-bromo-9-(2,3-dihydro-1,4-benzoxathiin-2-ylmethyl)-9H-purine
Conditions | Yield |
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With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 140℃; for 0.0833333h; Mitsunobu reaction; Microwave irradiation; | A 6% B 54% |
(R,S)-3-(3,4-dihydro-2H-1,5-benzoxathiepine-3-yloxy)propane-1-ol
6-bromopurine
(R,S)-6-bromo-9-[3-(3,4-dihydro-2H-1,5-benzoxathiepine-3-yloxy)-propyl]-9H-purine
Conditions | Yield |
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With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 140℃; for 0.0833333h; Inert atmosphere; Cooling with ice; Microwave irradiation; | 53% |
6-bromopurine
Conditions | Yield |
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Stage #1: 7-(1-aminoethyl)-6-(3,5-difluorophenyl)-3-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one; 6-bromopurine With N-ethyl-N,N-diisopropylamine In ethanol at 110℃; Stage #2: With ammonium hydroxide | 51% |
(S)-1-(3-phenyl-3H-imidazo[4,5-b]pyridin-2-yl)ethanamine
6-bromopurine
(S)-N-(1-(3-phenyl-3H-imidazo[4,5-b]pyridin-2-yl)ethyl)-9H-purin-6-amine
Conditions | Yield |
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With N-ethyl-N,N-diisopropylamine In tert-butyl alcohol at 80℃; for 72h; | 50% |
With N-ethyl-N,N-diisopropylamine In tert-butyl alcohol at 80℃; for 72h; | 50% |
racemic 2-(1-aminopropyl)-3-phenylpyrrolo[1,2-f][1,2,4]triazin-4(3H)-one
6-bromopurine
racemic 2-(1-(9H-purin-6-ylamino)propyl)-3-phenylpyrrolo[1,2-f][1,2,4]triazin-4(3H)-one
Conditions | Yield |
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With N-ethyl-N,N-diisopropylamine In tert-butyl alcohol at 80℃; for 40h; | 50% |
With N-ethyl-N,N-diisopropylamine In tert-butyl alcohol at 80℃; for 40h; | 50% |
(S)-3-phenyl-2-(pyrrolidin-2-yl)-3H-imidazo[4,5-b]pyridine
6-bromopurine
(S)-6-(2-(3-Phenyl-3H-imidazo[4,5-b]pyridin-2-yl)pyrrolidin-1-yl)-9H-purine
Conditions | Yield |
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With N-ethyl-N,N-diisopropylamine In tert-butyl alcohol at 80℃; | 49% |
With N-ethyl-N,N-diisopropylamine In tert-butyl alcohol at 80℃; | 49% |
6-bromopurine
1,2,3,5-tetraacetylribose
(2R,3R,4R,5R)-2-(acetoxymethyl)-5-(6-bromo-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate
Conditions | Yield |
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With N,O-bis-(trimethylsilyl)-acetamide; trimethylsilyl trifluoromethanesulfonate In 1,2-dichloro-ethane at 60℃; for 5h; Vorbruggen nucleosidation reaction; Inert atmosphere; | 47% |
(S)-7-(1-aminoethyl)-6-(3-fluorophenyl)-3-methyl-5H-thiazolo[3,2-a]pyrimidin-5-one
6-bromopurine
trifluoroacetic acid
Conditions | Yield |
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Stage #1: (S)-7-(1-aminoethyl)-6-(3-fluorophenyl)-3-methyl-5H-thiazolo[3,2-a]pyrimidin-5-one; 6-bromopurine With N-ethyl-N,N-diisopropylamine In ethanol for 17h; Inert atmosphere; Reflux; Stage #2: trifluoroacetic acid | 45.8% |
(S)-2-(1-aminopropyl)-3-phenylpyrrolo[1,2-f][1,2,4]triazin-4(3H)-one
6-bromopurine
(S)-2-(1-(9H-purin-6-ylamino)propyl)-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one
Conditions | Yield |
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With N-ethyl-N,N-diisopropylamine In tert-butyl alcohol at 100℃; for 40h; | 45% |
With N-ethyl-N,N-diisopropylamine In tert-butyl alcohol at 100℃; for 40h; | 45% |
(S)-2-(1-aminoethyl)-3-phenylpyrrolo[1,2-f][1,2,4]triazin-4(3H)-one
6-bromopurine
(S)-2-(1-(9H-purin-6-ylamino)ethyl)-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one
Conditions | Yield |
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With N-ethyl-N,N-diisopropylamine In tert-butyl alcohol at 100℃; for 40h; | 45% |
With N-ethyl-N,N-diisopropylamine In tert-butyl alcohol at 100℃; for 40h; | 45% |
6-bromopurine
Conditions | Yield |
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Stage #1: 7-(1-aminoethyl)-6-(3-fluorophenyl)-3-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one; 6-bromopurine With N-ethyl-N,N-diisopropylamine In ethanol at 110℃; Stage #2: With ammonium hydroxide | 44% |
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