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853029-57-9

Basic Information
CAS No.: 853029-57-9
Name: 8-Bromo-7-but-2-ynyl-3-methyl-1-(4-methyl-quinazolin-2-ylmethyl)-3,7-dihydro-purine-2,6-dione
Article Data: 37
Molecular Structure:
Molecular Structure of 853029-57-9 (8-Bromo-7-but-2-ynyl-3-methyl-1-(4-methyl-quinazolin-2-ylmethyl)-3,7-dihydro-purine-2,6-dione)
Formula: C20H17BrN6O2
Molecular Weight: 453.298
Synonyms: 1-[(4-Methylquinazolin-2-yl)methyl]-3-methyl-7-(2-butyn-1-yl)-8-bromoxanthine;
EINECS: 922-028-0
Density: 1.6±0.1 g/cm3
Boiling Point: 558.8±60.0 °C at 760 mmHg
Flash Point: 291.8±32.9 °C
PSA: 87.60000
LogP: 1.98240
Synthetic route
666816-98-4

8-bromo-7-(but-2-yn-1-yl)-3-methyl-2,,6-dihydro-1H-purine-2,6-dione

109113-72-6

2-chloromethyl-4-methylquinazoline

853029-57-9

2-bromo-1-(but-2-ynyl)-4-methyl-6-((4-methylquinazolin-2-yl)methyl)-1H-imidazo[4,5-b]pyridine-5,7-(4H,6H)-dione

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 8h;95.77%
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 75℃; for 6h;93%
With sodium carbonate In N,N-dimethyl acetamide at 100℃; for 6h; Temperature; Large scale;89.4%

N-(2-acetylphenyl)-2-[8-bromo-7-(but-2-yn-1-yl)-3-methyl -2,6-dioxo-2,3,6,7-tetrahydro- 1H-purin-1-yl]acetamide

853029-57-9

2-bromo-1-(but-2-ynyl)-4-methyl-6-((4-methylquinazolin-2-yl)methyl)-1H-imidazo[4,5-b]pyridine-5,7-(4H,6H)-dione

Conditions
ConditionsYield
With ammonium acetate; acetic acid at 95 - 100℃; Inert atmosphere;95%
666816-98-4

8-bromo-7-(but-2-yn-1-yl)-3-methyl-2,,6-dihydro-1H-purine-2,6-dione

2-p-toluenesulfonylmethyl-4-methylquinazoline

853029-57-9

2-bromo-1-(but-2-ynyl)-4-methyl-6-((4-methylquinazolin-2-yl)methyl)-1H-imidazo[4,5-b]pyridine-5,7-(4H,6H)-dione

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 6h;93%
666816-98-4

8-bromo-7-(but-2-yn-1-yl)-3-methyl-2,,6-dihydro-1H-purine-2,6-dione

4-chloromethyl-2-methylquinazoline

853029-57-9

2-bromo-1-(but-2-ynyl)-4-methyl-6-((4-methylquinazolin-2-yl)methyl)-1H-imidazo[4,5-b]pyridine-5,7-(4H,6H)-dione

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In 1-methyl-pyrrolidin-2-one at 75℃; for 3h; Temperature; Large scale;90%

C16H13BrN6O2

3355-28-0

1-Bromo-2-butyne

853029-57-9

2-bromo-1-(but-2-ynyl)-4-methyl-6-((4-methylquinazolin-2-yl)methyl)-1H-imidazo[4,5-b]pyridine-5,7-(4H,6H)-dione

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 50℃; for 3h;86.3%
666816-98-4

8-bromo-7-(but-2-yn-1-yl)-3-methyl-2,,6-dihydro-1H-purine-2,6-dione

2-(1-bromomethyl)-4-methylquinazoline

853029-57-9

2-bromo-1-(but-2-ynyl)-4-methyl-6-((4-methylquinazolin-2-yl)methyl)-1H-imidazo[4,5-b]pyridine-5,7-(4H,6H)-dione

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 7h;82%
With sodium carbonate In 1-methyl-pyrrolidin-2-one at 100 - 120℃;72%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 8h;
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 8h;
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 8h;
666816-98-4

8-bromo-7-(but-2-yn-1-yl)-3-methyl-2,,6-dihydro-1H-purine-2,6-dione

2-halogenomethyl-4-methyl-quinazoline

2-halogenomethyl-4-methyl-quinazoline

853029-57-9

2-bromo-1-(but-2-ynyl)-4-methyl-6-((4-methylquinazolin-2-yl)methyl)-1H-imidazo[4,5-b]pyridine-5,7-(4H,6H)-dione

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 6h;
93703-24-3

3-methyl-8-bromoxanthine

853029-57-9

2-bromo-1-(but-2-ynyl)-4-methyl-6-((4-methylquinazolin-2-yl)methyl)-1H-imidazo[4,5-b]pyridine-5,7-(4H,6H)-dione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 - 30 °C
1.2: 25 - 30 °C
2.1: tetrabutylammomium bromide; potassium carbonate / dimethyl sulfoxide / 75 - 80 °C
View Scheme
Multi-step reaction with 2 steps
1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C
2: sodium carbonate / N,N-dimethyl-formamide / 12 h / 80 °C
View Scheme
Multi-step reaction with 2 steps
1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 4 h / 80 °C
2: potassium carbonate / N,N-dimethyl-formamide / 6 h / 65 °C
View Scheme
1076-22-8

3-methylxanthine

853029-57-9

2-bromo-1-(but-2-ynyl)-4-methyl-6-((4-methylquinazolin-2-yl)methyl)-1H-imidazo[4,5-b]pyridine-5,7-(4H,6H)-dione

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sodium acetate / acetic acid / 25 - 30 °C
1.2: 10 - 65 °C
2.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 - 30 °C
2.2: 25 - 30 °C
3.1: tetrabutylammomium bromide; potassium carbonate / dimethyl sulfoxide / 75 - 80 °C
View Scheme
Multi-step reaction with 3 steps
1: sodium acetate; acetic acid; bromine / 2 h / 65 °C
2: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 4 h / 80 °C
3: potassium carbonate / N,N-dimethyl-formamide / 6 h / 65 °C
View Scheme
Multi-step reaction with 3 steps
1: acetic acid; sodium acetate; bromine / 2 h / 65 °C
2: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 12 h / 20 °C
3: potassium carbonate / N,N-dimethyl acetamide / 75 - 95 °C
View Scheme
Multi-step reaction with 3 steps
1.1: acetic acid; sodium acetate / 25 - 30 °C
1.2: 10 - 65 °C
2.1: N-ethyl-N,N-diisopropylamine / acetone / Reflux
3.1: potassium carbonate; tetrabutylammomium bromide / dimethyl sulfoxide / 20 - 80 °C
View Scheme
Multi-step reaction with 3 steps
1: sodium acetate; acetic acid; bromine / 3 h / 65 °C
2: triethylamine / N,N-dimethyl-formamide / 10 h / 20 °C
3: potassium carbonate / N,N-dimethyl-formamide / 8 h / 90 °C
View Scheme
551-93-9

2-aminoacetophenone

853029-57-9

2-bromo-1-(but-2-ynyl)-4-methyl-6-((4-methylquinazolin-2-yl)methyl)-1H-imidazo[4,5-b]pyridine-5,7-(4H,6H)-dione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: hydrogenchloride / 1,4-dioxane / 10 °C / Cooling
1.2: 1 h / -10 °C
2.1: potassium carbonate / N,N-dimethyl-formamide / 6 h / 65 °C
View Scheme
Multi-step reaction with 2 steps
1: hydrogenchloride / 1,4-dioxane / 2 h / 6 °C
2: sodium carbonate / 1-methyl-pyrrolidin-2-one / 2 h / 140 °C
View Scheme
Multi-step reaction with 2 steps
1: copper(l) chloride; oxygen; potassium carbonate / tetrahydrofuran / 12 h / Reflux
2: potassium carbonate / N,N-dimethyl-formamide / 6 h / 80 °C
View Scheme
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    8-Bromo-7-but-2-ynyl-3-methyl-1-(4-methyl-quinazolin-2-ylmethyl)-3,7-dihydro-purine-2,6-dione

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    8-Bromo-7-but-2-ynyl-3-methyl-1-(4-methyl-quinazolin-2-ylmethyl)-3,7-dihydro-purine-2,6-dioneAppearance:detailed see specifications Storage:Store in dry, dark and ventilated place Package:according to customers' requirements Application:pyridines, Py

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    8-Bromo-7-but-2-ynyl-3-methyl-1-(4-methyl-quinazolin-2-ylmethyl)-3,7-dihydro-purine-2,6-dione

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Specification

The 1H-Purine-2,6-dione,8-bromo-7-(2-butynyl)-3,7-dihydro-3-methyl-1-[(4-methyl-2-quinazolinyl)methyl]-, with the CAS registry number 853029-57-9, is also known as 1-[(4-Methylquinazolin-2-yl)methyl]-3-methyl-7-(2-butyn-1-yl)-8-bromoxanthine. This chemical's molecular formula is C20H17BrN6O2 and molecular weight is 453.00. What's more, its systematic name is called 8-Bromo-7-(2-butyn-1-yl)-3-methyl-1-[(4-methyl-2-quinazolinyl)methyl]-3,7-dihydro-1H-purine-2,6-dione.

Physical properties about 1H-Purine-2,6-dione,8-bromo-7-(2-butynyl)-3,7-dihydro-3-methyl-1-[(4-methyl-2-quinazolinyl)methyl]- are: (1)ACD/LogP: 3.96±1.01; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.96 ; (4)ACD/LogD (pH 7.4): 3.96; (5)ACD/BCF (pH 5.5): 598.76; (6)ACD/BCF (pH 7.4): 599.37; (7)ACD/KOC (pH 5.5): 3384.03; (8)ACD/KOC (pH 7.4): 3387.48; (9)#H bond acceptors: 8; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 84.22 Å2; (13)Index of Refraction: 1.713; (14)Molar Refractivity: 114.3±0.5 cm3; (15)Molar Volume: 291.3±7.0 cm3; (16)Polarizability: 45.3±0.5×10-24cm3; (17)Surface Tension: 57.2±7.0 dyne/cm; (18)Density: 1.6±0.1 g/cm3; (19)Flash Point: 291.8±32.9 °C; (20)Enthalpy of Vaporization: 84.1±3.0 kJ/mol; (21)Boiling Point: 558.8±60.0 °C at 760 mmHg; (22)Vapour Pressure: 0.0±1.5 mmHg at 25 °C.

You can still convert the following datas into molecular structure:
(1) SMILES: CC#CCn1c2c(nc1Br)n(c(=O)n(c2=O)Cc3nc(c4ccccc4n3)C)C
(2) InChI: InChI=1S/C20H17BrN6O2/c1-4-5-10-26-16-17(24-19(26)21)25(3)20(29)27(18(16)28)11-15-22-12(2)13-8-6-7-9-14(13)23-15/h6-9H,10-11H2,1-3H3
(3) InChIKey: RCZJXCXNYGHNSR-UHFFFAOYSA-N