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767-69-1 Usage

Uses

6-Bromopurine was used in the synthesis of 6-halopurine alkynes and corresponding triazole derivatives. 6-Bromopurine was used in the synthesis and chemical characterization of 2,3,4,5-tetrahydro-1,5-benzoxazepines-3-ol.

General Description

6-Bromopurine enhances the carcinostatic activity of azaserine in a test system employing ascites cell forms of sarcoma 180 and Ehrlich carcinoma in vivo. 6-bromopurine nucleosides are excellent substrates for substitution reactions with N-, O-, and S-containing nucleophiles in polar solvents.

Check Digit Verification of cas no

The CAS Registry Mumber 767-69-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 7,6 and 7 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 767-69:
(5*7)+(4*6)+(3*7)+(2*6)+(1*9)=101
101 % 10 = 1
So 767-69-1 is a valid CAS Registry Number.
InChI:InChI=1/C5H3BrN4/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H,7,8,9,10)

767-69-1 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
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  • Detail
  • Aldrich

  • (104981)  6-Bromopurine  98%

  • 767-69-1

  • 104981-1G

  • 1,510.47CNY

  • Detail
  • Aldrich

  • (104981)  6-Bromopurine  98%

  • 767-69-1

  • 104981-5G

  • 6,260.67CNY

  • Detail

767-69-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name 6-bromo-7H-purine

1.2 Other means of identification

Product number -
Other names BB-127E

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:767-69-1 SDS

767-69-1Synthetic route

3,4-dihydro-2H-pyran
110-87-2

3,4-dihydro-2H-pyran

6-bromopurine
767-69-1

6-bromopurine

6-bromo-9-(tetrahydro-2H-pyran-2-yl)-9H-purine
381246-26-0

6-bromo-9-(tetrahydro-2H-pyran-2-yl)-9H-purine

Conditions
ConditionsYield
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%
6-bromopurine
767-69-1

6-bromopurine

6-hydrazinyl-7H-purine
5404-86-4

6-hydrazinyl-7H-purine

Conditions
ConditionsYield
With hydrazine hydrate In ethanol for 0.5h; Heating;93%
rac-ethyl 5-((tert-butoxycarbonyl)oxy)cyclopent-1-ene-1-carboxylate

rac-ethyl 5-((tert-butoxycarbonyl)oxy)cyclopent-1-ene-1-carboxylate

6-bromopurine
767-69-1

6-bromopurine

(R)-ethyl 5-(6-bromo-9H-purin-9-yl)cyclopent-1-ene-1-carboxylate

(R)-ethyl 5-(6-bromo-9H-purin-9-yl)cyclopent-1-ene-1-carboxylate

Conditions
ConditionsYield
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%
6-bromopurine
767-69-1

6-bromopurine

C12H15BrN4O
1438428-57-9

C12H15BrN4O

Conditions
ConditionsYield
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
767-69-1

6-bromopurine

1,2,3,5-tetra-O-benzoyl-2-C-methyl-β-D-ribofuranose
15397-15-6

1,2,3,5-tetra-O-benzoyl-2-C-methyl-β-D-ribofuranose

C32H25BrN4O7
622379-84-4

C32H25BrN4O7

Conditions
ConditionsYield
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
1262441-50-8

2-(1-aminopropyl)-3-iodo-6-methyl-4H-pyrido[1,2-a]pyrimidin-4-one

6-bromopurine
767-69-1

6-bromopurine

3-iodo-6-methyl-2-[1-(9H-purin-6-ylamino)propyl]-4H-pyrido[1,2-a]pyrimidin-4-one
1262441-51-9

3-iodo-6-methyl-2-[1-(9H-purin-6-ylamino)propyl]-4H-pyrido[1,2-a]pyrimidin-4-one

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In ethanol Reflux; Inert atmosphere;82.5%
6-bromopurine
767-69-1

6-bromopurine

trimethylamine
75-50-3

trimethylamine

6-Bromo-9H-purine; compound with trimethyl-amine

6-Bromo-9H-purine; compound with trimethyl-amine

Conditions
ConditionsYield
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
1403942-64-2

(S)-3-phenyl-2-(pyrrolidin-2-yl)pyrrolo[1,2-f][1,2,4]triazin-4(3H)-one

6-bromopurine
767-69-1

6-bromopurine

(S)-2-(1-(9H-purin-6-yl)pyrrolidin-2-yl)-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one
1403946-84-8

(S)-2-(1-(9H-purin-6-yl)pyrrolidin-2-yl)-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tert-butyl alcohol at 80℃;80%
6-bromopurine
767-69-1

6-bromopurine

methyl iodide
74-88-4

methyl iodide

6-bromo-7-methyl-7H-purine
376628-24-9

6-bromo-7-methyl-7H-purine

Conditions
ConditionsYield
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
870281-86-0

(S)-2-(1-((9H-purin-6-yl-2,8-d2)amino)propyl)-5-fluoro-3-phenylquinazolin-4(3H)-one

6-bromopurine
767-69-1

6-bromopurine

CAL-101

CAL-101

Conditions
ConditionsYield
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
767-69-1

6-bromopurine

2-bromocyclopentanone
1056246-36-6

2-bromocyclopentanone

2-(6-bromo-9H-purin-9-yl)cyclopentan-1-one

2-(6-bromo-9H-purin-9-yl)cyclopentan-1-one

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 24h;71%
2-ethylhexyl bromide
18908-66-2

2-ethylhexyl bromide

6-bromopurine
767-69-1

6-bromopurine

6-bromo-9-ethylhexylpurine

6-bromo-9-ethylhexylpurine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 24h;68%
diethyl 3-(phenyl)oxirane-2,2-dicarboxylate
58070-00-1

diethyl 3-(phenyl)oxirane-2,2-dicarboxylate

6-bromopurine
767-69-1

6-bromopurine

diethyl 2-((6-bromo-9H-purin-9-yl)(phenyl)methoxy)malonate

diethyl 2-((6-bromo-9H-purin-9-yl)(phenyl)methoxy)malonate

Conditions
ConditionsYield
With yttrium(III) trifluoromethanesulfonate In 1,2-dichloro-ethane at 80℃; for 10h; Molecular sieve; Sealed tube; regioselective reaction;67%
6-bromopurine
767-69-1

6-bromopurine

thymidine
50-89-5

thymidine

6-bromo-9-(2-deoxy-β-D-erythro-pentofuranosyl)purine

6-bromo-9-(2-deoxy-β-D-erythro-pentofuranosyl)purine

Conditions
ConditionsYield
With Lactobacillus animalis ATCC 35046 2’-N-deoxyribosyltransferase immobilized in DEAE-Sepharose In aq. buffer at 30℃; pH=7; Green chemistry; Enzymatic reaction;61%
(S)-2-(1-amino-1-d-propyl)-5-fluoro-3-phenylquinazolin-4(3H)-one

(S)-2-(1-amino-1-d-propyl)-5-fluoro-3-phenylquinazolin-4(3H)-one

6-bromopurine
767-69-1

6-bromopurine

(S)-2-(1-(9H-purin-6-yl-amino)-1-d-propyl)-5-fluoro-3-phenylquinazoline-4(3H)-ketone

(S)-2-(1-(9H-purin-6-yl-amino)-1-d-propyl)-5-fluoro-3-phenylquinazoline-4(3H)-ketone

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tert-butyl alcohol at 80℃; for 30h;60%
benzyl bromide
100-39-0

benzyl bromide

6-bromopurine
767-69-1

6-bromopurine

A

6-bromo-7-(phenylmethyl)-7H-purine

6-bromo-7-(phenylmethyl)-7H-purine

B

6-bromo-9-(phenylmethyl)-9H-purine
869683-37-4

6-bromo-9-(phenylmethyl)-9H-purine

Conditions
ConditionsYield
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
1312585-53-7

1-[3-(3,5-difluorophenyl)-5-methylimidazo[1,2-a]pyridin-2-yl]ethanamine

6-bromopurine
767-69-1

6-bromopurine

N-{1-[3-(3,5-difluorophenyl)-5-methylimidazo[1,2-a]pyridin-2-yl]ethyl}-9H-purin-6-amine
1312585-13-9

N-{1-[3-(3,5-difluorophenyl)-5-methylimidazo[1,2-a]pyridin-2-yl]ethyl}-9H-purin-6-amine

Conditions
ConditionsYield
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
1312685-75-8

1-[8-(4-{[tert-butyl(dimethyl)silyl]oxy}piperidin-1-yl)-5-chloroquinolin-7-yl]ethanamine

6-bromopurine
767-69-1

6-bromopurine

N-{1-[8-(4-{[tert-butyl(dimethyl)silyl]oxy}piperidin-1-yl)-5-chloroquinolin-7-yl]ethyl}-9H-purin-6-amine
1312685-76-9

N-{1-[8-(4-{[tert-butyl(dimethyl)silyl]oxy}piperidin-1-yl)-5-chloroquinolin-7-yl]ethyl}-9H-purin-6-amine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In ethanol Reflux; Inert atmosphere;57%
6-bromopurine
767-69-1

6-bromopurine

Ethyl nipecotate
71962-74-8

Ethyl nipecotate

ethyl 1-(9H-purin-6-yl)piperidine-3-carboxylate

ethyl 1-(9H-purin-6-yl)piperidine-3-carboxylate

Conditions
ConditionsYield
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
35143-11-4

(RS)-2,3-dihydro-1,4-benzoxathiin-2-methanol

6-bromopurine
767-69-1

6-bromopurine

A

(RS)-6-bromo-9-(2,3-dihydro-1,4-benzoxathiin-3-ylmethyl)-9H-purine
1020397-97-0

(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
1335000-20-8

(RS)-6-bromo-9-(2,3-dihydro-1,4-benzoxathiin-2-ylmethyl)-9H-purine

Conditions
ConditionsYield
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
1339200-58-6

(R,S)-3-(3,4-dihydro-2H-1,5-benzoxathiepine-3-yloxy)propane-1-ol

6-bromopurine
767-69-1

6-bromopurine

(R,S)-6-bromo-9-[3-(3,4-dihydro-2H-1,5-benzoxathiepine-3-yloxy)-propyl]-9H-purine
1339200-73-5

(R,S)-6-bromo-9-[3-(3,4-dihydro-2H-1,5-benzoxathiepine-3-yloxy)-propyl]-9H-purine

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 140℃; for 0.0833333h; Inert atmosphere; Cooling with ice; Microwave irradiation;53%
7-(1-aminoethyl)-6-(3,5-difluorophenyl)-3-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one

7-(1-aminoethyl)-6-(3,5-difluorophenyl)-3-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one

6-bromopurine
767-69-1

6-bromopurine

6-(3,5-difluorophenyl)-3-methyl-7-[1-(9H-purin-6-ylamino)ethyl]-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one

6-(3,5-difluorophenyl)-3-methyl-7-[1-(9H-purin-6-ylamino)ethyl]-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one

Conditions
ConditionsYield
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
1393176-14-1

(S)-1-(3-phenyl-3H-imidazo[4,5-b]pyridin-2-yl)ethanamine

6-bromopurine
767-69-1

6-bromopurine

(S)-N-(1-(3-phenyl-3H-imidazo[4,5-b]pyridin-2-yl)ethyl)-9H-purin-6-amine
1393180-50-1

(S)-N-(1-(3-phenyl-3H-imidazo[4,5-b]pyridin-2-yl)ethyl)-9H-purin-6-amine

Conditions
ConditionsYield
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
1403942-28-8

racemic 2-(1-aminopropyl)-3-phenylpyrrolo[1,2-f][1,2,4]triazin-4(3H)-one

6-bromopurine
767-69-1

6-bromopurine

racemic 2-(1-(9H-purin-6-ylamino)propyl)-3-phenylpyrrolo[1,2-f][1,2,4]triazin-4(3H)-one
1404199-25-2

racemic 2-(1-(9H-purin-6-ylamino)propyl)-3-phenylpyrrolo[1,2-f][1,2,4]triazin-4(3H)-one

Conditions
ConditionsYield
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
1404085-15-9

(S)-3-phenyl-2-(pyrrolidin-2-yl)-3H-imidazo[4,5-b]pyridine

6-bromopurine
767-69-1

6-bromopurine

(S)-6-(2-(3-Phenyl-3H-imidazo[4,5-b]pyridin-2-yl)pyrrolidin-1-yl)-9H-purine
1404086-36-7

(S)-6-(2-(3-Phenyl-3H-imidazo[4,5-b]pyridin-2-yl)pyrrolidin-1-yl)-9H-purine

Conditions
ConditionsYield
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
767-69-1

6-bromopurine

1,2,3,5-tetraacetylribose
13035-61-5

1,2,3,5-tetraacetylribose

(2R,3R,4R,5R)-2-(acetoxymethyl)-5-(6-bromo-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate
74465-47-7

(2R,3R,4R,5R)-2-(acetoxymethyl)-5-(6-bromo-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate

Conditions
ConditionsYield
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
1262441-70-2

(S)-7-(1-aminoethyl)-6-(3-fluorophenyl)-3-methyl-5H-thiazolo[3,2-a]pyrimidin-5-one

6-bromopurine
767-69-1

6-bromopurine

trifluoroacetic acid
76-05-1

trifluoroacetic acid

(S)-7-(1-(9H-purin-6-ylamino)ethyl)-6-(3-fluorophenyl)-3-methyl-5H-thiazolo[3,2-a]pyrimidin-5-one trifluoroacetate

(S)-7-(1-(9H-purin-6-ylamino)ethyl)-6-(3-fluorophenyl)-3-methyl-5H-thiazolo[3,2-a]pyrimidin-5-one trifluoroacetate

Conditions
ConditionsYield
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
1403942-17-5

(S)-2-(1-aminopropyl)-3-phenylpyrrolo[1,2-f][1,2,4]triazin-4(3H)-one

6-bromopurine
767-69-1

6-bromopurine

(S)-2-(1-(9H-purin-6-ylamino)propyl)-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one
1403945-93-6

(S)-2-(1-(9H-purin-6-ylamino)propyl)-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one

Conditions
ConditionsYield
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
1403942-30-2

(S)-2-(1-aminoethyl)-3-phenylpyrrolo[1,2-f][1,2,4]triazin-4(3H)-one

6-bromopurine
767-69-1

6-bromopurine

(S)-2-(1-(9H-purin-6-ylamino)ethyl)-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one
1403946-02-0

(S)-2-(1-(9H-purin-6-ylamino)ethyl)-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one

Conditions
ConditionsYield
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%
7-(1-aminoethyl)-6-(3-fluorophenyl)-3-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one

7-(1-aminoethyl)-6-(3-fluorophenyl)-3-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one

6-bromopurine
767-69-1

6-bromopurine

6-(3-fluorophenyl)-3-methyl-7-[1-(9H-purin-6-ylamino)ethyl]-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one

6-(3-fluorophenyl)-3-methyl-7-[1-(9H-purin-6-ylamino)ethyl]-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one

Conditions
ConditionsYield
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%

767-69-1Relevant articles and documents

-

Elion,Hitchings

, p. 3508 (1956)

-

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