CAS No.1062368-24-4,6-(4-(2-(piperidin-1-yl)ethoxy)phenyl)-3-(pyridin-4-yl)pyrazolo[1,5-a]pyrimidine Suppliers

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Basic Information

Molecular Structure:
CAS No.:	1062368-24-4
Name:	6-(4-(2-(piperidin-1-yl)ethoxy)phenyl)-3-(pyridin-4-yl)pyrazolo[1,5-a]pyrimidine
Article Data:	2

Formula:	C₂₅H₂₂N₆
Molecular Weight:	406.49
Synonyms:	Quinoline, 4-[6-[4-(1-piperazinyl)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl]-;LDN 193189;
Density:	1.337 g/cm³
PSA:	58.35000
LogP:	4.41490

Synthetic route

: 1062368-23-3
C33H28N6O2

: 1062368-24-4
LDN-193189

Conditions

Conditions	Yield
With 5% Pd/C; hydrogen In methanol; dichloromethane at 20℃; under 760.051 Torr; for 4h;	86%
With hydrogen; 5%-palladium/activated carbon In methanol; dichloromethane at 20℃; under 760.051 Torr; for 4h;	86%

: 4363-93-3
quinoline-4-carboxaldehyde

: 1062368-24-4
LDN-193189

Conditions

Conditions	Yield
Multi-step reaction with 8 steps 1.1: methanol; sodium tetrahydroborate / 1.33 h / 0 - 20 °C 2.1: thionyl chloride / dichloromethane / 2.33 h / 0 - 20 °C 2.2: pH > 7 / Saturated solution 3.1: N,N-dimethyl-formamide / 20 - 80 °C 4.1: 6 h / 120 °C 5.1: hydrazine monohydrobromide / ethanol; water / 5 h / 110 °C 5.2: Saturated solution 6.1: acetic acid / ethanol / 0.08 h / 170 °C / Microwave irradiation 7.1: potassium tert-butylate / tris-(dibenzylideneacetone)dipalladium(0); johnphos / 1,1-dichloroethane / 20 h / 100 °C / Inert atmosphere 8.1: hydrogen / 5%-palladium/activated carbon / methanol; dichloromethane / 4 h / 20 °C / 760.05 Torr View Scheme

Yield

Multi-step reaction with 8 steps
1.1: methanol; sodium tetrahydroborate / 1.33 h / 0 - 20 °C
2.1: thionyl chloride / dichloromethane / 2.33 h / 0 - 20 °C
2.2: pH > 7 / Saturated solution
3.1: N,N-dimethyl-formamide / 20 - 80 °C
4.1: 6 h / 120 °C
5.1: hydrazine monohydrobromide / ethanol; water / 5 h / 110 °C
5.2: Saturated solution
6.1: acetic acid / ethanol / 0.08 h / 170 °C / Microwave irradiation
7.1: potassium tert-butylate / tris-(dibenzylideneacetone)dipalladium(0); johnphos / 1,1-dichloroethane / 20 h / 100 °C / Inert atmosphere
8.1: hydrogen / 5%-palladium/activated carbon / methanol; dichloromethane / 4 h / 20 °C / 760.05 Torr
View Scheme

: 6281-32-9
4-quinolylmethanol

: 1062368-24-4
LDN-193189

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1.1: thionyl chloride / dichloromethane / 2.33 h / 0 - 20 °C 1.2: pH > 7 / Saturated solution 2.1: N,N-dimethyl-formamide / 20 - 80 °C 3.1: 6 h / 120 °C 4.1: hydrazine monohydrobromide / ethanol; water / 5 h / 110 °C 4.2: Saturated solution 5.1: acetic acid / ethanol / 0.08 h / 170 °C / Microwave irradiation 6.1: potassium tert-butylate / tris-(dibenzylideneacetone)dipalladium(0); johnphos / 1,1-dichloroethane / 20 h / 100 °C / Inert atmosphere 7.1: hydrogen / 5%-palladium/activated carbon / methanol; dichloromethane / 4 h / 20 °C / 760.05 Torr View Scheme

Yield

Multi-step reaction with 7 steps
1.1: thionyl chloride / dichloromethane / 2.33 h / 0 - 20 °C
1.2: pH > 7 / Saturated solution
2.1: N,N-dimethyl-formamide / 20 - 80 °C
3.1: 6 h / 120 °C
4.1: hydrazine monohydrobromide / ethanol; water / 5 h / 110 °C
4.2: Saturated solution
5.1: acetic acid / ethanol / 0.08 h / 170 °C / Microwave irradiation
6.1: potassium tert-butylate / tris-(dibenzylideneacetone)dipalladium(0); johnphos / 1,1-dichloroethane / 20 h / 100 °C / Inert atmosphere
7.1: hydrogen / 5%-palladium/activated carbon / methanol; dichloromethane / 4 h / 20 °C / 760.05 Torr
View Scheme

: 5632-17-7
4-(chloromethyl)quinoline

: 1062368-24-4
LDN-193189

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: N,N-dimethyl-formamide / 20 - 80 °C 2.1: 6 h / 120 °C 3.1: hydrazine monohydrobromide / ethanol; water / 5 h / 110 °C 3.2: Saturated solution 4.1: acetic acid / ethanol / 0.08 h / 170 °C / Microwave irradiation 5.1: potassium tert-butylate / tris-(dibenzylideneacetone)dipalladium(0); johnphos / 1,1-dichloroethane / 20 h / 100 °C / Inert atmosphere 6.1: hydrogen / 5%-palladium/activated carbon / methanol; dichloromethane / 4 h / 20 °C / 760.05 Torr View Scheme

Yield

Multi-step reaction with 6 steps
1.1: N,N-dimethyl-formamide / 20 - 80 °C
2.1: 6 h / 120 °C
3.1: hydrazine monohydrobromide / ethanol; water / 5 h / 110 °C
3.2: Saturated solution
4.1: acetic acid / ethanol / 0.08 h / 170 °C / Microwave irradiation
5.1: potassium tert-butylate / tris-(dibenzylideneacetone)dipalladium(0); johnphos / 1,1-dichloroethane / 20 h / 100 °C / Inert atmosphere
6.1: hydrogen / 5%-palladium/activated carbon / methanol; dichloromethane / 4 h / 20 °C / 760.05 Torr
View Scheme

: 14003-46-4
2-(quinolin-4-yl)acetonitrile

: 1062368-24-4
LDN-193189

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: 6 h / 120 °C 2.1: hydrazine monohydrobromide / ethanol; water / 5 h / 110 °C 2.2: Saturated solution 3.1: acetic acid / ethanol / 0.08 h / 170 °C / Microwave irradiation 4.1: potassium tert-butylate / tris-(dibenzylideneacetone)dipalladium(0); johnphos / 1,1-dichloroethane / 20 h / 100 °C / Inert atmosphere 5.1: hydrogen / 5%-palladium/activated carbon / methanol; dichloromethane / 4 h / 20 °C / 760.05 Torr View Scheme

Yield

Multi-step reaction with 5 steps
1.1: 6 h / 120 °C
2.1: hydrazine monohydrobromide / ethanol; water / 5 h / 110 °C
2.2: Saturated solution
3.1: acetic acid / ethanol / 0.08 h / 170 °C / Microwave irradiation
4.1: potassium tert-butylate / tris-(dibenzylideneacetone)dipalladium(0); johnphos / 1,1-dichloroethane / 20 h / 100 °C / Inert atmosphere
5.1: hydrogen / 5%-palladium/activated carbon / methanol; dichloromethane / 4 h / 20 °C / 760.05 Torr
View Scheme

: 1062368-20-0
C14H13N3

: 1062368-24-4
LDN-193189

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: hydrazine monohydrobromide / ethanol; water / 5 h / 110 °C 1.2: Saturated solution 2.1: acetic acid / ethanol / 0.08 h / 170 °C / Microwave irradiation 3.1: potassium tert-butylate / tris-(dibenzylideneacetone)dipalladium(0); johnphos / 1,1-dichloroethane / 20 h / 100 °C / Inert atmosphere 4.1: hydrogen / 5%-palladium/activated carbon / methanol; dichloromethane / 4 h / 20 °C / 760.05 Torr View Scheme

Yield

Multi-step reaction with 4 steps
1.1: hydrazine monohydrobromide / ethanol; water / 5 h / 110 °C
1.2: Saturated solution
2.1: acetic acid / ethanol / 0.08 h / 170 °C / Microwave irradiation
3.1: potassium tert-butylate / tris-(dibenzylideneacetone)dipalladium(0); johnphos / 1,1-dichloroethane / 20 h / 100 °C / Inert atmosphere
4.1: hydrogen / 5%-palladium/activated carbon / methanol; dichloromethane / 4 h / 20 °C / 760.05 Torr
View Scheme

: 1062368-21-1
4-quinolin-4-yl-2H-pyrazol-3-ylamine

: 1062368-24-4
LDN-193189

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: acetic acid / ethanol / 0.08 h / 170 °C / Microwave irradiation 2: potassium tert-butylate / tris-(dibenzylideneacetone)dipalladium(0); johnphos / 1,1-dichloroethane / 20 h / 100 °C / Inert atmosphere 3: hydrogen / 5%-palladium/activated carbon / methanol; dichloromethane / 4 h / 20 °C / 760.05 Torr View Scheme

: 1062368-22-2
C21H13BrN4

: 1062368-24-4
LDN-193189

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium tert-butylate / tris-(dibenzylideneacetone)dipalladium(0); johnphos / 1,1-dichloroethane / 20 h / 100 °C / Inert atmosphere 2: hydrogen / 5%-palladium/activated carbon / methanol; dichloromethane / 4 h / 20 °C / 760.05 Torr View Scheme

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Specification

This product is an organic compound with the formula C₂₅H₂₂N₆. The IUPAC name of this chemical is 4-(6-(4-(Piperazin-1-yl)phenyl)pyrazolo[1,5-a]pyrimidin-3-yl)quinoline. With the CAS registry number 1062368-24-4, it is also named as Quinoline, 4-[6-[4-(1-piperazinyl)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl]-. In addition, the molecular weight is 406.48.

Physical properties of 4-(6-(4-(Piperazin-1-yl)phenyl)pyrazolo[1,5-a]pyrimidin-3-yl)quinoline are: (1)ACD/LogP: 1.31; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 7.4): 0.092; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 7.439; (8)#H bond acceptors: 6; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 3; (11)Polar Surface Area: 58.35 Å²; (12)Index of Refraction: 1.74; (13)Molar Refractivity: 122.598 cm³; (14)Molar Volume: 304.071 cm³; (15)Polarizability: 48.602×10^-24cm³; (16)Surface Tension: 57.721 dyne/cm; (17)Density: 1.337 g/cm³.

You can still convert the following datas into molecular structure:
(1)SMILES: c1ccc2c(c1)c(ccn2)c3cnn4c3ncc(c4)c5ccc(cc5)N6CCNCC6
(2)Std. InChI: InChI=1S/C25H22N6/c1-2-4-24-22(3-1)21(9-10-27-24)23-16-29-31-17-19(15-28-25(23)31)18-5-7-20(8-6-18)30-13-11-26-12-14-30/h1-10,15-17,26H,11-14H2
(3)Std. InChIKey: CDOVNWNANFFLFJ-UHFFFAOYSA-N