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142569-70-8

142569-70-8

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142569-70-8 Usage

Chemical Properties

Pale-Yellow Foam

Uses

2-[3-(S)-[3-(2-(7-Chloro-2-quinolinyl)ethenyl)phenyl]-3-hydroxypropyl]phenyl-2-propanol is a montelukast impurity.

Check Digit Verification of cas no

The CAS Registry Mumber 142569-70-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,4,2,5,6 and 9 respectively; the second part has 2 digits, 7 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 142569-70:
(8*1)+(7*4)+(6*2)+(5*5)+(4*6)+(3*9)+(2*7)+(1*0)=138
138 % 10 = 8
So 142569-70-8 is a valid CAS Registry Number.
InChI:InChI=1/C29H28ClNO2/c1-29(2,33)26-9-4-3-7-21(26)13-17-28(32)23-8-5-6-20(18-23)10-15-25-16-12-22-11-14-24(30)19-27(22)31-25/h3-12,14-16,18-19,28,32-33H,13,17H2,1-2H3/b15-10+/t28-/m0/s1

142569-70-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name (S)-1-(3-(2-(7-Chloroquinolin-2-yl)vinyl)phenyl)-3-(2-(2-hydroxypropan-2-yl)phenyl)propan-1-ol

1.2 Other means of identification

Product number -
Other names 2-[3-(S)-[3-(2-(7-Chloro-2-quinolinyl)ethenyl)phenyl]-3-hydroxypropyl]phenyl-2-propanol

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

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

More Details:142569-70-8 SDS

142569-70-8Synthetic route

(S)-1-{3-[2-(7-chloroquinolin-2-yl)ethylene]-phenyl}-3-[2-(1-hydroxy-1-methylethyl)phenyl]-propan-1-ol
142569-70-8

(S)-1-{3-[2-(7-chloroquinolin-2-yl)ethylene]-phenyl}-3-[2-(1-hydroxy-1-methylethyl)phenyl]-propan-1-ol

chlorophosphoric acid diphenyl ester
2524-64-3

chlorophosphoric acid diphenyl ester

2-(2-(3-(S)-(3-(2-(7-chloro-2-quinolinyl)-ethenyl)phenyl)-3-diphenylphosphatoxypropyl)phenyl)-2-propanol

2-(2-(3-(S)-(3-(2-(7-chloro-2-quinolinyl)-ethenyl)phenyl)-3-diphenylphosphatoxypropyl)phenyl)-2-propanol

Conditions
ConditionsYield
With dmap; triethylamine In hexane; dichloromethane; ethyl acetate; toluene97.8%
(S)-1-{3-[2-(7-chloroquinolin-2-yl)ethylene]-phenyl}-3-[2-(1-hydroxy-1-methylethyl)phenyl]-propan-1-ol
142569-70-8

(S)-1-{3-[2-(7-chloroquinolin-2-yl)ethylene]-phenyl}-3-[2-(1-hydroxy-1-methylethyl)phenyl]-propan-1-ol

phosphoric acid diphenyl ester chloride
103137-47-9

phosphoric acid diphenyl ester chloride

2-(2-(3-(S)-(3-(2-(7-chloro-2-quinolinyl)-ethenyl)phenyl)-3-diphenylphosphatoxypropyl)phenyl)-2-propanol

2-(2-(3-(S)-(3-(2-(7-chloro-2-quinolinyl)-ethenyl)phenyl)-3-diphenylphosphatoxypropyl)phenyl)-2-propanol

Conditions
ConditionsYield
With dmap In toluene at 20℃; Reagent/catalyst; Solvent;92.6%
(S)-1-{3-[2-(7-chloroquinolin-2-yl)ethylene]-phenyl}-3-[2-(1-hydroxy-1-methylethyl)phenyl]-propan-1-ol
142569-70-8

(S)-1-{3-[2-(7-chloroquinolin-2-yl)ethylene]-phenyl}-3-[2-(1-hydroxy-1-methylethyl)phenyl]-propan-1-ol

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

2-(2-(3(S)-(3-(2-(7-chloroquinolin-2-yl)ethyl)phenyl)-3-(methanesulfonyl-1-oxy)methylethyl)phenyl)-2-propanol
169954-93-2

2-(2-(3(S)-(3-(2-(7-chloroquinolin-2-yl)ethyl)phenyl)-3-(methanesulfonyl-1-oxy)methylethyl)phenyl)-2-propanol

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In toluene; acetonitrile at -35 - -25℃; for 6.5h;81%
With N-ethyl-N,N-diisopropylamine In toluene; acetonitrile at -35 - -25℃; for 6.5h;78.1%
With N-ethyl-N,N-diisopropylamine In toluene; acetonitrile at -35 - -25℃; for 6.5h;78.1%
(S)-1-{3-[2-(7-chloroquinolin-2-yl)ethylene]-phenyl}-3-[2-(1-hydroxy-1-methylethyl)phenyl]-propan-1-ol
142569-70-8

(S)-1-{3-[2-(7-chloroquinolin-2-yl)ethylene]-phenyl}-3-[2-(1-hydroxy-1-methylethyl)phenyl]-propan-1-ol

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

2-(2-(3(S)-(3-(2-(7-chloro-2-quinolinyl)ethenyl)phenyl)-3-methanesulfonyl-oxypropyl)phenyl)-2-propanol

2-(2-(3(S)-(3-(2-(7-chloro-2-quinolinyl)ethenyl)phenyl)-3-methanesulfonyl-oxypropyl)phenyl)-2-propanol

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In toluene; acetonitrile at -15 - 60℃; for 10.25h;
(S)-1-{3-[2-(7-chloroquinolin-2-yl)ethylene]-phenyl}-3-[2-(1-hydroxy-1-methylethyl)phenyl]-propan-1-ol
142569-70-8

(S)-1-{3-[2-(7-chloroquinolin-2-yl)ethylene]-phenyl}-3-[2-(1-hydroxy-1-methylethyl)phenyl]-propan-1-ol

montelukast
158966-92-8

montelukast

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: N-ethyl-N,N-diisopropylamine / toluene; acetonitrile / 6.5 h / -35 - -25 °C
2.1: potassium tert-butylate; 3-ethyl-1-methyl-1H-imidazol-3-ium bromide / dimethyl sulfoxide / 0.5 h / 20 °C
2.2: 0.5 h
3.1: sodium hydroxide; water / tetrahydrofuran; methanol / 10 - 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: dmap; triethylamine / dichloromethane; ethyl acetate; toluene; hexane
2.1: 3-ethyl-1-methyl-1H-imidazol-3-ium bromide / dimethyl sulfoxide / 0.08 h / 10 °C
2.2: 0.17 h / 10 °C
2.3: 1 h / 15 - 17 °C
View Scheme
Multi-step reaction with 3 steps
1.1: dmap; triethylamine / dichloromethane; ethyl acetate; toluene; hexane
2.1: potassium tert-butylate; 1-butyl-1-methylpyrrolidinium hexafluorophosphate / dimethyl sulfoxide / 0.5 h / 20 °C
2.2: 0.5 h
3.1: sodium hydroxide; water / tetrahydrofuran; methanol / 10 - 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / -25 °C / Inert atmosphere
2.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -15 °C / Inert atmosphere
2.2: 7 h / -15 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1.1: N-ethyl-N,N-diisopropylamine / toluene; acetonitrile / 3 h / -35 - 50 °C / Inert atmosphere
2.1: sodium methylate / N,N-dimethyl-formamide; methanol / 1 h / -5 - 0 °C
2.2: -5 - 0 °C
View Scheme
(S)-1-{3-[2-(7-chloroquinolin-2-yl)ethylene]-phenyl}-3-[2-(1-hydroxy-1-methylethyl)phenyl]-propan-1-ol
142569-70-8

(S)-1-{3-[2-(7-chloroquinolin-2-yl)ethylene]-phenyl}-3-[2-(1-hydroxy-1-methylethyl)phenyl]-propan-1-ol

1-(((1(R)-(3-(2(E)-(7-chloro-2-quinolinyl)ethenyl)phenyl)-3-(2-(1-hydroxy-1-methylethyl)phenyl)propyl)thio)methyl)cyclopropane acetic acid methyl ester
855473-51-7

1-(((1(R)-(3-(2(E)-(7-chloro-2-quinolinyl)ethenyl)phenyl)-3-(2-(1-hydroxy-1-methylethyl)phenyl)propyl)thio)methyl)cyclopropane acetic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: N-ethyl-N,N-diisopropylamine / toluene; acetonitrile / 6.5 h / -35 - -25 °C
2.1: potassium tert-butylate; 3-ethyl-1-methyl-1H-imidazol-3-ium bromide / dimethyl sulfoxide / 0.5 h / 20 °C
2.2: 0.5 h
View Scheme
Multi-step reaction with 2 steps
1.1: dmap; triethylamine / dichloromethane; ethyl acetate; toluene; hexane
2.1: potassium tert-butylate; 1-butyl-1-methylpyrrolidinium hexafluorophosphate / dimethyl sulfoxide / 0.5 h / 20 °C
2.2: 0.5 h
View Scheme
(S)-1-{3-[2-(7-chloroquinolin-2-yl)ethylene]-phenyl}-3-[2-(1-hydroxy-1-methylethyl)phenyl]-propan-1-ol
142569-70-8

(S)-1-{3-[2-(7-chloroquinolin-2-yl)ethylene]-phenyl}-3-[2-(1-hydroxy-1-methylethyl)phenyl]-propan-1-ol

dicyclohexylamine 1-(((1-(R)-(3-(2-(7-chloro-2-quinolidyl)ethenyl)phenyl)-3-(2-(1-hydroxy-1-methyl-ethyl)phenyl)propyl)thio)methyl)cyclopropanyl acetate
169954-94-3

dicyclohexylamine 1-(((1-(R)-(3-(2-(7-chloro-2-quinolidyl)ethenyl)phenyl)-3-(2-(1-hydroxy-1-methyl-ethyl)phenyl)propyl)thio)methyl)cyclopropanyl acetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: N-ethyl-N,N-diisopropylamine / toluene; acetonitrile / 6.5 h / -35 - -25 °C
2.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -15 °C
2.2: 9 h / -5 °C
2.3: 2 h
View Scheme
(S)-1-{3-[2-(7-chloroquinolin-2-yl)ethylene]-phenyl}-3-[2-(1-hydroxy-1-methylethyl)phenyl]-propan-1-ol
142569-70-8

(S)-1-{3-[2-(7-chloroquinolin-2-yl)ethylene]-phenyl}-3-[2-(1-hydroxy-1-methylethyl)phenyl]-propan-1-ol

Montelukast sodium
151767-02-1

Montelukast sodium

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / -25 °C / Inert atmosphere
2.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -15 °C / Inert atmosphere
2.2: 7 h / -15 °C / Inert atmosphere
3.1: toluene / 20 - 80 °C
4.1: acetic acid / toluene; water / 0.33 h / 20 °C / pH 4 - 5
4.2: 0.5 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: N-ethyl-N,N-diisopropylamine / toluene; acetonitrile / 3 h / -35 - 50 °C / Inert atmosphere
2.1: sodium methylate / N,N-dimethyl-formamide; methanol / 1 h / -5 - 0 °C
2.2: -5 - 0 °C
3.1: ethyl acetate / 35 - 55 °C
4.1: sodium 2-ethylhexanoic acid / toluene / 30 - 35 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: dmap / toluene / 20 °C
2: sodium hydride / tetrahydrofuran / 0 - 20 °C
3: sodium hydroxide / methanol / 0.5 h / 20 °C / Inert atmosphere
View Scheme
(S)-1-{3-[2-(7-chloroquinolin-2-yl)ethylene]-phenyl}-3-[2-(1-hydroxy-1-methylethyl)phenyl]-propan-1-ol
142569-70-8

(S)-1-{3-[2-(7-chloroquinolin-2-yl)ethylene]-phenyl}-3-[2-(1-hydroxy-1-methylethyl)phenyl]-propan-1-ol

[R-(E)]-1-[[[[3-[2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-[2-(1-hydroxy-1-methylethyl)phenyl]propyl]thio]methyl]cyclopropaneacetic acid 4-tert-butylcyclohexylamine salt

[R-(E)]-1-[[[[3-[2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-[2-(1-hydroxy-1-methylethyl)phenyl]propyl]thio]methyl]cyclopropaneacetic acid 4-tert-butylcyclohexylamine salt

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / -25 °C / Inert atmosphere
2.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -15 °C / Inert atmosphere
2.2: 7 h / -15 °C / Inert atmosphere
3.1: toluene / 20 - 80 °C
View Scheme
(S)-1-{3-[2-(7-chloroquinolin-2-yl)ethylene]-phenyl}-3-[2-(1-hydroxy-1-methylethyl)phenyl]-propan-1-ol
142569-70-8

(S)-1-{3-[2-(7-chloroquinolin-2-yl)ethylene]-phenyl}-3-[2-(1-hydroxy-1-methylethyl)phenyl]-propan-1-ol

montelukast benzhydrylamine salt

montelukast benzhydrylamine salt

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: N-ethyl-N,N-diisopropylamine / toluene; acetonitrile / 3 h / -35 - 50 °C / Inert atmosphere
2.1: sodium methylate / N,N-dimethyl-formamide; methanol / 1 h / -5 - 0 °C
2.2: -5 - 0 °C
3.1: ethyl acetate / 35 - 55 °C
View Scheme
(S)-1-{3-[2-(7-chloroquinolin-2-yl)ethylene]-phenyl}-3-[2-(1-hydroxy-1-methylethyl)phenyl]-propan-1-ol
142569-70-8

(S)-1-{3-[2-(7-chloroquinolin-2-yl)ethylene]-phenyl}-3-[2-(1-hydroxy-1-methylethyl)phenyl]-propan-1-ol

cyclopentyl 3-{2-methoxy-4-[(o-tolylsulfonyl)carbamoyl]benzyl}-1-methyl-1H-indol-5-ylcarbamate
142522-28-9

cyclopentyl 3-{2-methoxy-4-[(o-tolylsulfonyl)carbamoyl]benzyl}-1-methyl-1H-indol-5-ylcarbamate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dmap / toluene / 20 °C
2: sodium hydride / tetrahydrofuran / 0 - 20 °C
View Scheme

142569-70-8Upstream product

142569-70-8Relevant articles and documents

PROCESS FOR THE PURIFICATION OF OPTICALLY IMPURE 2-(2-(3(S)-(3-(7-CHLORO-2-QUINOLINYL)ETHENYL)PHENYL)-3-HYDROXY-PROPYL)PHENYL-2-PROPANOL

-

Page/Page column 7, (2009/01/20)

A process for purifying an optically impure 2-(2-(3(S)-(3-(7-chloro-2-quinolinyl)- ethenyl)-phenyl)-3-(hydroxylpropyl)phenyl)-2 propanol is disclosed. The purified compound typically has an enantiomeric excess higher than 99%, and can be used to prepare montelukast and salts thereof.

Unsaturated hydroxyalkylquinoline acids as leukotriene antagonists

-

, (2008/06/13)

Compounds having the formula I: STR1 are leukotriene antagonists and inhibitors of leukotriene biosynthesis. These compounds are useful as anti-asthmatic, anti-allergic, anti-inflammatory, and cytoprotective agents. They are also useful in treating angina, cerebral spasm, glomerular nephritis, hepatitis, endotoxemia, uveitis, and allograft rejection.

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