CAS No.7752-82-1,2-Amino-5-bromopyrimidine Suppliers

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Basic Information

Molecular Structure:
CAS No.:	7752-82-1
Name:	2-Amino-5-bromopyrimidine
Article Data:	27

Formula:	C₄H₄BrN₃
Molecular Weight:	174
Synonyms:	2-Pyrimidinamine, 5-bromo-;5-Bromo-2-pyrimidinamine;5-bromo-pyrimidin-2-ylamine;5-bromopyrimidin-2-amine;Pyrimidine, 2-amino-5-bromo-;ethyl 6-chloropyridazine-3-carboxylate;5-Bromopyrimidin-2-ylamine;5-Bromo-2-aminopyrimidine;2-Pyrimidinamine, 5-bromo-;5-Brom-2-pyrimidinamin;5-bromopyrimidin-2-amine;
EINECS:	629-581-4
Density:	1.844 g/cm³
Melting Point:	241-243 °C(lit.)
Boiling Point:	340.743 °C at 760 mmHg
Flash Point:	159.876 °C
Solubility:	insoluble in water
Appearance:	yellow solid
Hazard Symbols:	Xi,N,Xn
Risk Codes:	22-36-50/53
Safety:	26-60-61
Transport Information:	UN 3077 9/PG 3
PSA:	51.80000
LogP:	1.40250

Synthetic route

: 109-12-6
2-aminopyrimidine

: 7752-82-1
5-bromo-2-aminopyrimidine

Conditions

Conditions	Yield
With N-Bromosuccinimide; ammonium acetate In acetonitrile at 20℃; for 0.0833333h;	100%
With N-Bromosuccinimide; ammonium acetate In acetonitrile at 20℃; for 0.5h;	98%
With N-Bromosuccinimide In acetonitrile at 20℃; Cooling with ice; Darkness;	97%

: 504-29-0
2-aminopyridine

: 7752-82-1
5-bromo-2-aminopyrimidine

Conditions

Conditions	Yield
With N-Bromosuccinimide In acetonitrile at 20℃; Darkness; Cooling with ice;	97%

: 35034-15-2
2‐aminopyrimidine‐1‐oxide

A: 7752-82-1
5-bromo-2-aminopyrimidine

B: 84539-23-1
5-bromo-2-aminopyrimidine 1-oxide

Conditions

Conditions	Yield
With hydrogen bromide; sodium nitrite	A 26.7% B 30%

: 7664-41-7
ammonia

: 32779-36-5
5-Bromo-2-chloropyrimidine

: 7752-82-1
5-bromo-2-aminopyrimidine

Conditions

Conditions	Yield
In ethanol at 80℃; Sealed tube;

: 7752-82-1
5-bromo-2-aminopyrimidine

: 13528-93-3
1,2-bis-(chlorodimethylsilyl)ethane

: 5-bromo-2-(2,2,5,5-tetramethyl-1,2,5-azadisilolidin-1-yl)pyrimidine

Conditions

Conditions	Yield
With lithium hexamethyldisilazane In tetrahydrofuran; toluene at -10 - 0℃; for 1h; Inert atmosphere;	100%

: 7752-82-1
5-bromo-2-aminopyrimidine

: 18871-66-4
N,N-dimethylacetamide dimethyl acetal

: N'-(5-bromopyrimidin-2-yl)-N,N-dimethylacetamidine

Conditions

Conditions	Yield
In ethanol at 120℃; for 18h; Sealed tube;	98%

: 7752-82-1
5-bromo-2-aminopyrimidine

: 98-80-6
phenylboronic acid

: 31408-23-8
5-phenyl-pyrimidin-2-ylamine

Conditions

Conditions	Yield
With potassium phosphate tribasic heptahydrate; palladium diacetate In ethylene glycol at 80℃; for 2h; Suzuki coupling;	95%
With potassium phosphate; palladium diacetate In ethylene glycol at 80℃; for 12h;	50.5%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene at 90℃; for 16h; Inert atmosphere;	28.5%
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; water for 8h; Heating / reflux;

: 7752-82-1
5-bromo-2-aminopyrimidine

: 1765-93-1
4-fluoroboronic acid

: 31408-40-9
2-amino-5-(4-fluorophenyl)pyrimidine

Conditions

Conditions	Yield
With potassium phosphate tribasic heptahydrate; palladium diacetate In ethylene glycol at 80℃; for 3h; Suzuki coupling;	95%

: 7752-82-1
5-bromo-2-aminopyrimidine

: 24424-99-5
di-tert-butyl dicarbonate

: 209959-33-1
2-[bis(tert-butoxycarbonyl)amino]-5-bromopyrimidine

Conditions

Conditions	Yield
With pyridine at 70℃;	93%
With pyridine at 70℃; for 16h;	93%
With dmap In tetrahydrofuran at 20℃; Inert atmosphere;	86%

: 7752-82-1
5-bromo-2-aminopyrimidine

: 100-39-0
benzyl bromide

: 886366-28-5
5-bromo-2-dibenzylaminopyrimidine

Conditions

Conditions	Yield
Stage #1: 5-bromo-2-aminopyrimidine With sodium hydride In N,N-dimethyl-formamide at 0℃; Inert atmosphere; Stage #2: benzyl bromide In N,N-dimethyl-formamide at 0℃; for 2h; Inert atmosphere;	92%

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Specification

The 2-Amino-5-bromopyrimidine, with the CAS registry number 7752-82-1, has the systematic name of 5-bromopyrimidin-2-amine. And the molecular formula of this chemical is C₄H₄BrN₃. It is a kind of yellow solid, and belongs to the following product categories: Fine chemical & intermediates; Amines and Anilines; Heterocycles; Pyridines, Pyrimidines, Purines and Pteredines; Organohalides; Aromatics Compounds; Aromatics; Bases & Related Reagents; Nucleotides; Halides; Pyrazines, Pyrimidines & Pyridazines; Building Blocks; Halogenated Heterocycles. What's more, it should be stored in the refrigerator.

The physical properties of 2-Amino-5-bromopyrimidine are as following: (1)ACD/LogP: 0.47; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.465; (4)ACD/LogD (pH 7.4): 0.465; (5)ACD/BCF (pH 5.5): 1.328; (6)ACD/BCF (pH 7.4): 1.329; (7)ACD/KOC (pH 5.5): 42.643; (8)ACD/KOC (pH 7.4): 42.655; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 51.8 Å²; (13)Index of Refraction: 1.649; (14)Molar Refractivity: 34.362 cm³; (15)Molar Volume: 94.346 cm³; (16)Polarizability: 13.622×10^-24cm³; (17)Surface Tension: 68.982 dyne/cm; (18)Density: 1.844 g/cm³; (19)Flash Point: 159.876 °C; (20)Enthalpy of Vaporization: 58.433 kJ/mol; (21)Boiling Point: 340.743 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

Uses of 2-Amino-5-bromopyrimidine: It can react with N-allyl-phthalimide to produce 2-[3-(2-amino-pyrimidin-5-yl)-allyl]-isoindole-1,3-dione. This reaction will need reagents palladium acetate, triethylamine and tri-o-tolylphosphine. The reaction time is 18 hours with temperature of 100°C, and the yield is about 100%.

2-Amino-5-bromopyrimidine can react with N-allyl-phthalimide to produce 2-[3-(2-amino-pyrimidin-5-yl)-allyl]-isoindole-1,3-dione

You should be cautious while dealing with this chemical. It irritates eyes and harmful if swallowed. It is also very toxic to aquatic organisms, and may cause long-term adverse effects in the aquatic. Therefore, you had better take the following instructions: In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice; This material and/or its container must be disposed of as hazardous waste; Avoid release to the environment. Refer to special instructions safety data sheet.

You can still convert the following datas into molecular structure:
(1)SMILES: c1c(cnc(n1)N)Br
(2)InChI: InChI=1/C4H4BrN3/c5-3-1-7-4(6)8-2-3/h1-2H,(H2,6,7,8)
(3)InChIKey: UHRHPPKWXSNZLR-UHFFFAOYAH