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Basic Information
CAS No.: 41526-21-0
Name: N-[4-Bromo-2-(2-pyridylcarbonyl)phenyl]-2-chloroacetamide
Article Data: 2
Molecular Structure:
Molecular Structure of 41526-21-0 (N-[4-Bromo-2-(2-pyridylcarbonyl)phenyl]-2-chloroacetamide)
Formula: C14H10BrClN2O2
Molecular Weight: 353.603
Synonyms: 2-(2-Chloroacetamido-5-bromobenzoyl)pyridine;2-[2-(2-Chloroacetamido)-5-bromobenzoyl]pyridine;N-[4-Bromo-2-(2-pyridylcarbonyl)phenyl]-2-chloroacetamide;
EINECS: 255-427-7
Density: 1.596 g/cm3
Melting Point: 131-132 °C(Solv: ethanol (64-17-5))
Boiling Point: 574.3 °C at 760 mmHg
Flash Point: 301.1 °C
PSA: 59.06000
LogP: 3.32540
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Synthetic route
1563-56-0

2-amino-5-bromobenzoyl pyridine

79-04-9

chloroacetyl chloride

41526-21-0

N-(4-bromo-2-picolinoylphenyl)-2-chloroacetamide

Conditions
ConditionsYield
With sodium hydrogencarbonate In dichloromethane Inert atmosphere;98.5%
With pyridine In dichloromethane at 20℃; for 0.5h;94%
100-97-0

hexamethylenetetramine

41526-21-0

N-(4-bromo-2-picolinoylphenyl)-2-chloroacetamide

A

76895-76-6

N,N'-methylenebis<3-(2'-o-pyridoyl-4-bromo)phenyl>-4-imidazolidinone

B

76895-81-3

4-oxo-3-(4-bromo-2-(2-pyridylcarbonyl)phenyl)imidazolidine

C

1812-30-2

bromazepam

Conditions
ConditionsYield
With urotropin hydrochloride In methanol; water Heating;A n/a
B n/a
C 80%
With hydrogenchloride In methanol; water for 7h; Heating;
...Expand
41526-21-0

N-(4-bromo-2-picolinoylphenyl)-2-chloroacetamide

A

76895-76-6

N,N'-methylenebis<3-(2'-o-pyridoyl-4-bromo)phenyl>-4-imidazolidinone

B

76895-81-3

4-oxo-3-(4-bromo-2-(2-pyridylcarbonyl)phenyl)imidazolidine

C

1812-30-2

bromazepam

Conditions
ConditionsYield
With hexamethylenetetramine; urotropin hydrochloride In methanol; water Heating; Yields of byproduct given;A n/a
B n/a
C 80%
With hydrogenchloride; hexamethylenetetramine In methanol; water for 7h; Heating;A n/a
B n/a
C 79%
...Expand
41526-21-0

N-(4-bromo-2-picolinoylphenyl)-2-chloroacetamide

1812-30-2

bromazepam

Conditions
ConditionsYield
With hexamethylenetetramine; ammonium acetate In isopropyl alcohol for 4h; Inert atmosphere; Reflux;75%
41526-21-0

N-(4-bromo-2-picolinoylphenyl)-2-chloroacetamide

2-acetamido-7-bromo-5-(2-pyridyl)-3H-1,4-benzodiazepine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 2N HCl / methanol; H2O / 7 h / Heating
2: NH4Cl / methanol; H2O / 17 h / Heating
3: pyridine / 24 h / 20 °C
View Scheme
41526-21-0

N-(4-bromo-2-picolinoylphenyl)-2-chloroacetamide

2-amino-7-bromo-5-(2-pyridyl)-3H-1,4-benzodiazepine hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 2N HCl / methanol; H2O / 7 h / Heating
2: NH4Cl / methanol; H2O / 17 h / Heating
View Scheme
67-56-1

methanol

41526-21-0

N-(4-bromo-2-picolinoylphenyl)-2-chloroacetamide

C15H13BrN2O3

Conditions
ConditionsYield
Stage #1: N-(4-bromo-2-picolinoylphenyl)-2-chloroacetamide With hexamethylenetetramine; ammonium acetate In isopropyl alcohol for 4h; Inert atmosphere; Reflux;
Stage #2: methanol Inert atmosphere;
64-17-5

ethanol

41526-21-0

N-(4-bromo-2-picolinoylphenyl)-2-chloroacetamide

C16H15BrN2O3

Conditions
ConditionsYield
Stage #1: N-(4-bromo-2-picolinoylphenyl)-2-chloroacetamide With hexamethylenetetramine; ammonium acetate In isopropyl alcohol for 4h; Inert atmosphere; Reflux;
Stage #2: ethanol Inert atmosphere;
41526-21-0

N-(4-bromo-2-picolinoylphenyl)-2-chloroacetamide

ethyl 6-(pyridin-2-yl)-8-((triisopropylsilyl)ethynyl)-4H-benzo[f]imidazo[1,5-a][1,4]diazepine-3-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: hexamethylenetetramine; ammonium acetate / isopropyl alcohol / 4 h / Inert atmosphere; Reflux
2.1: potassium tert-butylate / tetrahydrofuran / 1.5 h / -20 - -15 °C / Inert atmosphere
2.2: 2.25 h / -20 - -15 °C / Inert atmosphere
3.1: potassium tert-butylate / tetrahydrofuran / 12 h / -20 - -15 °C / Inert atmosphere
4.1: palladium diacetate; tris-(o-tolyl)phosphine; triethylamine / acetonitrile / 4 h / 75 °C / Inert atmosphere
View Scheme
41526-21-0

N-(4-bromo-2-picolinoylphenyl)-2-chloroacetamide

612527-56-7

HZ-166

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: hexamethylenetetramine; ammonium acetate / isopropyl alcohol / 4 h / Inert atmosphere; Reflux
2.1: potassium tert-butylate / tetrahydrofuran / 1.5 h / -20 - -15 °C / Inert atmosphere
2.2: 2.25 h / -20 - -15 °C / Inert atmosphere
3.1: potassium tert-butylate / tetrahydrofuran / 12 h / -20 - -15 °C / Inert atmosphere
4.1: palladium diacetate; tris-(o-tolyl)phosphine; triethylamine / acetonitrile / 4 h / 75 °C / Inert atmosphere
5.1: tetrabutyl ammonium fluoride / tetrahydrofuran; water / -20 - 20 °C / Inert atmosphere; Cooling with ice
View Scheme
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Specification

The IUPAC name of N-[4-Bromo-2-(2-pyridylcarbonyl)phenyl]-2-chloroacetamide is N-[4-bromo-2-(pyridine-2-carbonyl)phenyl]-2-chloroacetamide. With the CAS registry number 41526-21-0, it is also named as 2-[2-(2-Chloroacetamido)-5-bromobenzoyl]pyridine. The product's category is Intermediate of Bromazepam. In addition, its molecular formula is C14H10BrClN2O2 and its molecular weight is 353.60. 

The other characteristics of N-[4-Bromo-2-(2-pyridylcarbonyl)phenyl]-2-chloroacetamide can be summarized as: (1)EINECS: 255-427-7; (2)ACD/LogP: 3.82; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 3.82; (5)ACD/LogD (pH 7.4): 3.82; (6)ACD/BCF (pH 5.5): 468.77; (7)ACD/BCF (pH 7.4): 468.72; (8)ACD/KOC (pH 5.5): 2841.03; (9)ACD/KOC (pH 7.4): 2840.7; (10)H bond acceptors: 4; (11)H bond donors: 1; (12)Freely Rotating Bonds: 4; (13)Polar Surface Area: 50.27 Å2; (14)Index of Refraction: 1.651; (15)Molar Refractivity: 80.94 cm3; (16)Molar Volume: 221.4 cm3; (17)Polarizability: 32.09×10-24cm3; (18)Surface Tension: 59 dyne/cm; (19)Density: 1.596 g/cm3; (20)Flash Point: 301.1 °C; (21)Enthalpy of Vaporization: 86.04 kJ/mol; (22)Boiling Point: 574.3 °C at 760 mmHg; (23)Vapour Pressure: 3.41E-13 mmHg at 25 °C.

People can use the following data to convert to the molecule structure.
(1)SMILES:O=C(c1cc(Br)ccc1NC(=O)CCl)c2ncccc2
(2)InChI:InChI=1/C14H10BrClN2O2/c15-9-4-5-11(18-13(19)8-16)10(7-9)14(20)12-3-1-2-6-17-12/h1-7H,8H2,(H,18,19)
(3)InChIKey:LYISZEZBKBGONS-UHFFFAOYAB
(4)Std. InChI:InChI=1S/C14H10BrClN2O2/c15-9-4-5-11(18-13(19)8-16)10(7-9)14(20)12-3-1-2-6-17-12/h1-7H,8H2,(H,18,19)
(5)Std. InChIKey:LYISZEZBKBGONS-UHFFFAOYSA-N