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2-(4-Isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-ol
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Name

2-(4-Isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-ol

 EINECS 1308068-626-2
CAS No. 923289-21-8 Density 1.240
PSA 83.48000 LogP 4.50430
Solubility N/A Melting Point N/A
Formula C17H18 N2 O2 S Boiling Point 518 ºC at 760 mmHg
Molecular Weight 314.408 Flash Point 267.1 ºC
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 923289-21-8 (4-Quinolinol, 7-methoxy-8-methyl-2-[4-(1-methylethyl)-2-thiazolyl]-) Hazard Symbols N/A
Synonyms

4-Quinolinol, 7-methoxy-8-methyl-2-[4-(1-methylethyl)-2-thiazolyl]-;2-(4-isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-ol;7-Methoxy-8-Methyl-2-[4-(1-Methylethyl)-2-thiazolyl]-;7-Methoxy-8-Methyl-2-[4-(1-Methylethyl)-2-thiazolyl]-4-Quinolinol;7-Methoxy-8-Methyl-2-[4-isopropylthiazol-2-yl]-4-hydroxy-quinoline

Article Data 14

2-(4-Isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-ol Synthetic route

923289-20-7

N-(6-acetyl-2-methyl-3-methoxyphenyl)-4-isopropylthiazole-2-carboxamide

923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

Conditions
ConditionsYield
Stage #1: N-(6-acetyl-2-methyl-3-methoxyphenyl)-4-isopropylthiazole-2-carboxamide With potassium tert-butylate In tert-butyl alcohol for 18h; Reflux; Inert atmosphere;
Stage #2: With hydrogenchloride In water; ethyl acetate at 20℃;		99%
With potassium tert-butylate In tert-butyl alcohol for 18h; Inert atmosphere; Reflux;99%
With potassium tert-butylate In tert-butyl alcohol at 100℃; for 8h;90%

2-(4,7-dimethoxy-8-methylquinoline-2-yl)-4-isopropylthiazole

923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

Conditions
ConditionsYield
With hydrogenchloride In water for 14h; Inert atmosphere; Reflux;80%
563-80-4

3-methyl-butan-2-one

923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: bromine / methanol / 3 h / -30 - 20 °C / Inert atmosphere
2.1: ethanol / 1.5 h / Inert atmosphere; Reflux
3.1: lithium hydroxide / tetrahydrofuran; methanol; water / 18 h / 20 °C / Inert atmosphere
4.1: HATU / N,N-dimethyl-formamide / 0.33 h / 20 °C / Inert atmosphere
4.2: Inert atmosphere
5.1: potassium tert-butylate / tert-butyl alcohol / 18 h / Inert atmosphere; Reflux
View Scheme
912347-94-5

1-(2-amino-4-methoxy-3-methyl-phenyl)ethanone

923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: HATU / N,N-dimethyl-formamide / 0.33 h / 20 °C / Inert atmosphere
1.2: Inert atmosphere
2.1: potassium tert-butylate / tert-butyl alcohol / 18 h / Inert atmosphere; Reflux
View Scheme
1108658-73-6

4-isopropylthiazole-2-carboxylic acid

923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: HATU / N,N-dimethyl-formamide / 0.33 h / 20 °C / Inert atmosphere
1.2: Inert atmosphere
2.1: potassium tert-butylate / tert-butyl alcohol / 18 h / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 3 steps
1: oxalyl dichloride / dichloromethane / 4.5 h / 0 - 20 °C
2: acetone / 4.5 h / 0 - 20 °C
3: potassium tert-butylate / tert-butyl alcohol / 8 h / 100 °C
View Scheme

C9H14BrNO2S

923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: lithium hydroxide / tetrahydrofuran; methanol; water / 18 h / 20 °C / Inert atmosphere
2.1: HATU / N,N-dimethyl-formamide / 0.33 h / 20 °C / Inert atmosphere
2.2: Inert atmosphere
3.1: potassium tert-butylate / tert-butyl alcohol / 18 h / Inert atmosphere; Reflux
View Scheme
19967-55-6

1-bromo-3-methyl-2-butanone

923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: ethanol / 1.5 h / Inert atmosphere; Reflux
2.1: lithium hydroxide / tetrahydrofuran; methanol; water / 18 h / 20 °C / Inert atmosphere
3.1: HATU / N,N-dimethyl-formamide / 0.33 h / 20 °C / Inert atmosphere
3.2: Inert atmosphere
4.1: potassium tert-butylate / tert-butyl alcohol / 18 h / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 5 steps
1: ethanol / 2 h / 75 °C
2: lithium hydroxide monohydrate / methanol / 3.5 h / 0 - 20 °C
3: oxalyl dichloride / dichloromethane / 4.5 h / 0 - 20 °C
4: acetone / 4.5 h / 0 - 20 °C
5: potassium tert-butylate / tert-butyl alcohol / 8 h / 100 °C
View Scheme
19500-02-8

2-methyl-3-methoxyaniline

923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: boron trichloride / dichloromethane; para-xylene / 0.5 h / 0 °C / Inert atmosphere
1.2: 0.5 h / 0 °C / Inert atmosphere
1.3: 19.75 h / 0 - 70 °C / Inert atmosphere
2.1: HATU / N,N-dimethyl-formamide / 0.33 h / 20 °C / Inert atmosphere
2.2: Inert atmosphere
3.1: potassium tert-butylate / tert-butyl alcohol / 18 h / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 7 steps
1: methanol / 4 h / 20 °C
2: Eaton′s Reagent / 1 h / 50 °C
3: potassium carbonate / N,N-dimethyl-formamide / 5 h / 20 °C
4: ammonia / methanol / 20 °C
5: Lawessons reagent / tetrahydrofuran / 5 h / Inert atmosphere
6: methanol / 48 h / 20 °C
7: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 7 steps
1: methanol / 4 h / 20 °C
2: Eaton′s Reagent / 1 h / 50 °C
3: potassium carbonate / N,N-dimethyl-formamide / 5 h / 20 °C
4: magnesium chloride / acetonitrile / 20 h / 80 °C
5: tetraphosphorus decasulfide; pyridine / 10 h / 110 °C / Inert atmosphere
6: manganese(IV) oxide / 24 h / Reflux
7: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 8 steps
1: methanol / 4 h / 20 °C
2: Eaton′s Reagent / 1 h / 50 °C
3: potassium carbonate / N,N-dimethyl-formamide / 5 h / 20 °C
4: ammonia / methanol / 20 °C
5: Lawessons reagent / tetrahydrofuran / 5 h / Inert atmosphere
6: potassium carbonate / methanol / 24 h / 50 °C
7: isopropyl alcohol / 24 h / 100 °C
8: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux
View Scheme

N-(S)-(1-hydroxy-3-methylbutan-2-yl)-4,7-dimethoxy-8-methylquinoline-2-carboxamide

923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: tetraphosphorus decasulfide; pyridine / 10 h / 110 °C / Inert atmosphere
2: manganese(IV) oxide / 24 h / Reflux
3: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux
View Scheme

2-(4,7-dimethoxy-8-methylquinoline-2-yl)-4-isopropyl-4,5-dihydrothiazole

923289-21-8

8-methyl-2-[4-(1-methylethyl)-1,3-thiazol-2-yl]-7-(methyloxy)-4-quinolinol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: manganese(IV) oxide / 24 h / Reflux
2: hydrogenchloride / water / 14 h / Inert atmosphere; Reflux
View Scheme

2-(4-Isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-ol Specification

The 2-(4-Isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-ol, with the cas registry number 923289-21-8, has other names as 4-quinolinol, 7-methoxy-8-methyl-2-[4-(1-methylethyl)-2-thiazolyl]-.
 
The physical properties of this chemical are as follows: (1)ACD/LogP: 5.71; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.03; (4)ACD/LogD (pH 7.4): 4.88; (5)#H bond acceptors: 4; (6)#H bond donors: 1; (7)#Freely Rotating Bonds: 4; (8)Polar Surface Area: 83.48 ; (9)Index of Refraction: 1.635; (10)Molar Refractivity: 90.82 cm3; (11)Molar Volume: 253.5 cm3; (12)Polarizability: 36×10-24 cm3; (13)Surface Tension: 51.8 dyne/cm; (14)Density: 1.24 g/cm3; (15)Flash Point: 267.1 °C; (16)Enthalpy of Vaporization: 82.03 kJ/mol; (17)Boiling Point: 518 °C at 760 mmHg; (18)Vapour Pressure: 2.37E-11 mmHg at 25°C.

In addition, you could convert the following datas into the molecular structure:
(1)SMILES:Cc1c(ccc2c1nc(cc2O)c3nc(cs3)C(C)C)OC
(2)InChI:InChI=1/C17H18N2O2S/c1-9(2)13-8-22-17(19-13)12-7-14(20)11-5-6-15(21-4)10(3)16(11)18-12/h5-9H,1-4H3,(H,18,20)
(3)InChIKey:LPPRPUJPNUYIKH-UHFFFAOYAQ

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