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38089-93-9

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Basic Information
CAS No.: 38089-93-9
Name: 8-Chloro-6,11-dihydro-11-(1-methyl-4-piperidinyl)-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ol
Article Data: 7
Molecular Structure:
Molecular Structure of 38089-93-9 (8-Chloro-6,11-dihydro-11-(1-methyl-4-piperidinyl)-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ol)
Formula: C20H23ClN2O
Molecular Weight: 342.868
Synonyms: 8-CHLORO-6,11-DIHYDRO-11-(1-METHYL-4-PIPERIDINYL)-5H-BENZO[5,6]CYCLOHEPTA[1,2-B]PYRIDIN-11-OL;8-Chloro-6,11-Dihydro-11-(4-Piperidinyl methyl)-5H-Benzo[5,6]Cyclohepta-[1,2-b]P;8-Chloro-6,11-dihydro-11-(4-piperidinylmethyl)-5H-benzo[5.6]cyclohepta[1.2-b]pyridinemethanol;8-chloro-6,11-dihydro-11-(1-methyl-4-piperidinyl)-5H-benzo[5,6]cyclohepta[1,2-B]pyridin-11-ol (intermediate of loratadine);8-CHLORO-6,11-DIHYDRO-11-(1-METHYL-4-PIPERIDINYL)-5H-BENZO[5,6] CYCLOHEPTA[1,2-B]PYRIDIN-11-OL, 99+%;11-Hydroxy-N-Methyl Dihydro Loratadine;Loratadine USP Related CoMpound D;5H-Benzo[5,6]cyclohepta[1,2-b]pyridin-11-ol, 8-chloro-6,11-dihydro-11-(1-Methyl-4-piperidinyl)-
Density: 1.244 g/cm3
Boiling Point: 478.12 °C at 760 mmHg
Flash Point: 242.958 °C
PSA: 36.36000
LogP: 3.34920
Related products
Synthetic route
31251-41-9

8-chloro-5,6-dihydro-11H-Benzo[5,6]cyclohepta[1,2-b]pyridin-11-one

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(1-methyl-4-piperidyl)magnesium chloride

38089-93-9

8-chloro-6,11-dihydro-11-(1-methyl-4-piperidinyl)-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ol

Conditions
ConditionsYield
In tetrahydrofuran Reflux;95%
With (trimethylsilyl)methylmagnesium chloride; lithium chloride; zinc(II) chloride In tetrahydrofuran; diethyl ether at 0℃; for 2h; Inert atmosphere;90%
In tetrahydrofuran at -95 - -15℃; for 2 - 3h;71.1%
5570-77-4

4-chloro-1-methylpiperidine

31251-41-9

8-chloro-5,6-dihydro-11H-Benzo[5,6]cyclohepta[1,2-b]pyridin-11-one

38089-93-9

8-chloro-6,11-dihydro-11-(1-methyl-4-piperidinyl)-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ol

Conditions
ConditionsYield
Stage #1: 4-chloro-1-methylpiperidine With magnesium; ethylene dibromide In tetrahydrofuran at 20 - 48℃;
Stage #2: 8-chloro-5,6-dihydro-11H-Benzo[5,6]cyclohepta[1,2-b]pyridin-11-one In tetrahydrofuran at -80 - -70℃; for 2 - 3h; Product distribution / selectivity;		73.6%
38089-93-9

8-chloro-6,11-dihydro-11-(1-methyl-4-piperidinyl)-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ol

38092-89-6

N-methyldesloratadine

Conditions
ConditionsYield
With sulfuric acid at 20℃; for 4.5h;85%
With sulfuric acid at 35 - 45℃; for 2 - 3h;80%
Stage #1: 8-chloro-6,11-dihydro-11-(1-methyl-4-piperidinyl)-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ol With sulfuric acid at 35 - 45℃; for 2 - 3h;
Stage #2: In water pH=8 - 9; Product distribution / selectivity;
38089-93-9

8-chloro-6,11-dihydro-11-(1-methyl-4-piperidinyl)-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ol

1373612-35-1

4-(8-chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-N-(2-methoxyphenyl)-1-piperidinecarbothioamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: sulfuric acid / 4.5 h / 20 °C
2: triethylamine / toluene / 3 h / Reflux
3: potassium hydroxide / ethanol / 6 h / Reflux
4: ethanol / 1 h / 20 °C
View Scheme
38089-93-9

8-chloro-6,11-dihydro-11-(1-methyl-4-piperidinyl)-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ol

929968-46-7

4-(8-chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-N-methyl-1-piperidinecarbothioamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: sulfuric acid / 4.5 h / 20 °C
2: triethylamine / toluene / 3 h / Reflux
3: potassium hydroxide / ethanol / 6 h / Reflux
4: ethanol / 1 h / 20 °C
View Scheme
38089-93-9

8-chloro-6,11-dihydro-11-(1-methyl-4-piperidinyl)-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ol

1373612-32-8

4-(8-chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-N-cyclohexyl-1-piperidinecarbothioamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: sulfuric acid / 4.5 h / 20 °C
2: triethylamine / toluene / 3 h / Reflux
3: potassium hydroxide / ethanol / 6 h / Reflux
4: ethanol / 1 h / 20 °C
View Scheme
38089-93-9

8-chloro-6,11-dihydro-11-(1-methyl-4-piperidinyl)-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ol

1373612-33-9

4-(8-chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-N-phenyl-1-piperidinecarbothioamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: sulfuric acid / 4.5 h / 20 °C
2: triethylamine / toluene / 3 h / Reflux
3: potassium hydroxide / ethanol / 6 h / Reflux
4: ethanol / 1 h / 20 °C
View Scheme
38089-93-9

8-chloro-6,11-dihydro-11-(1-methyl-4-piperidinyl)-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ol

1373612-34-0

4-(8-chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-N-(2-methylphenyl)-1-piperidinecarbothioamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: sulfuric acid / 4.5 h / 20 °C
2: triethylamine / toluene / 3 h / Reflux
3: potassium hydroxide / ethanol / 6 h / Reflux
4: ethanol / 1 h / 20 °C
View Scheme
38089-93-9

8-chloro-6,11-dihydro-11-(1-methyl-4-piperidinyl)-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ol

100643-71-8

descarboethoxyloratadine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sulfuric acid / 4.5 h / 20 °C
2: triethylamine / toluene / 3 h / Reflux
3: potassium hydroxide / ethanol / 6 h / Reflux
View Scheme
38089-93-9

8-chloro-6,11-dihydro-11-(1-methyl-4-piperidinyl)-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ol

79794-75-5

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Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sulfuric acid / 4.5 h / 20 °C
2: triethylamine / toluene / 3 h / Reflux
View Scheme
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Specification

The cas register number of 8-Chloro-6,11-dihydro-11-(1-methyl-4-piperidinyl)-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ol is 38089-93-9. It also can be called as 5H-Benzo[5,6]cyclohepta[1,2-b]pyridin-11-ol,8-chloro-6,11-dihydro-11-(1-methyl-4-piperidinyl)- and the Systematic name about this chemical is 8-chloro-11-(1-methylpiperidin-4-yl)-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ol. It belongs to the (intermediate of loratadine).

Physical properties about 8-Chloro-6,11-dihydro-11-(1-methyl-4-piperidinyl)-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ol are: (1)ACD/LogP: 2.08; (2)#H bond acceptors: 3; (3)#H bond donors: 1; (4)#Freely Rotating Bonds: 2; (5)Polar Surface Area: 36.36Å2; (6)Index of Refraction: 1.621; (7)Molar Refractivity: 96.878 cm3; (8)Molar Volume: 275.56 cm3; (9)Polarizability: 38.405x10-24cm3; (10)Surface Tension: 53.655 dyne/cm; (11)Enthalpy of Vaporization: 78.179 kJ/mol.

You can still convert the following datas into molecular structure:
(1)SMILES: Clc1cc3c(cc1)C(O)(c2ncccc2CC3)C4CCN(C)CC4
(2)InChI: InChI=1/C20H23ClN2O/c1-23-11-8-16(9-12-23)20(24)18-7-6-17(21)13-15(18)5-4-14-3-2-10-22-19(14)20/h2-3,6-7,10,13,16,24H,4-5,8-9,11-12H2,1H3
(3)InChIKey: HSLLZISLOQPUNP-UHFFFAOYAN
(4)Std. InChI: InChI=1S/C20H23ClN2O/c1-23-11-8-16(9-12-23)20(24)18-7-6-17(21)13-15(18)5-4-14-3-2-10-22-19(14)20/h2-3,6-7,10,13,16,24H,4-5,8-9,11-12H2,1H3
(5)Std. InChIKey: HSLLZISLOQPUNP-UHFFFAOYSA-N