8-Chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-one
- Product Name
- 8-Chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-one
- CAS No.
- 31251-41-9
- Chemical Name
- 8-Chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-one
- Synonyms
- 8-Chloro-10;Keto loratadine;Loratad Impurity B;2-b]pyridin-11-one;D] cycloheptan-5-one;Loratadine impurity B;6-dihydro-11H-benzo[5;Loratadine tricycline;Loratadine EP IMpurity B;Loratadine Impurity B(EP )
- CBNumber
- CB4456713
- Molecular Formula
- C14H10ClNO
- Formula Weight
- 243.69
- MOL File
- 31251-41-9.mol
8-Chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-one Property
- Melting point:
- 90-92°C
- Boiling point:
- 433.6±45.0 °C(Predicted)
- Density
- 1.313±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 3.14±0.20(Predicted)
- color
- Pale Yellow to Pale Brown
- InChI
- InChI=1S/C14H10ClNO/c15-11-5-6-12-10(8-11)4-3-9-2-1-7-16-13(9)14(12)17/h1-2,5-8H,3-4H2
- InChIKey
- WMQNOYVVLMIZDV-UHFFFAOYSA-N
- SMILES
- C12C(=O)C3=CC=C(Cl)C=C3CCC1=CC=CN=2
- CAS DataBase Reference
- 31251-41-9(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- HS Code
- 2933997500
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- PHR2309
- Product name
- Loratadine Related Compound C
- Purity
- Pharmaceutical Secondary Standard; Certified Reference Standard
- Packaging
- 50MG
- Price
- $621.3
- Updated
- 2025/07/31
- Product number
- 1370269
- Product name
- Loratadine Related Compound C
- Purity
- United States Pharmacopeia (USP) Reference Standard
- Packaging
- 15mg
- Price
- $1250
- Updated
- 2025/07/31
- Product number
- C3181
- Product name
- 8-Chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-one
- Purity
- >98.0%(GC)(T)
- Packaging
- 5g
- Price
- $155
- Updated
- 2025/07/31
- Product number
- C3181
- Product name
- 8-Chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-one
- Purity
- >98.0%(GC)(T)
- Packaging
- 25g
- Price
- $387
- Updated
- 2025/07/31
- Product number
- C365245
- Product name
- 8-Chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-one
- Packaging
- 500mg
- Price
- $135
- Updated
- 2021/12/16
8-Chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-one Chemical Properties,Usage,Production
Chemical Properties
Yellow Solid
Uses
8-Chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-one (Loratadine EP Impurity B; Loratadine USP Related Compound C) is a Loratadine intermediate. Loratidine impurity C.
Synthesis
31255-57-9
31251-41-9
General procedure for the synthesis of 8-chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-one from 3-(3-chlorophenylethyl)pyridine-2-carbonitrile: 8-chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-one (10 g) obtained in step C was dissolved in trifluorosulfonic acid (80 ml) and the reaction was stirred at 60 °C for 1 hour. Subsequently, aqueous 6N hydrochloric acid (80 ml) was added slowly and dropwise at room temperature. The reaction mixture was refluxed for 1 hour and poured into ice water. The reaction solution was neutralized with 50% aqueous sodium hydroxide, the precipitate precipitated was separated, washed with water and recrystallized by solvent mixture of isopropanol/water (3:1) to afford the target product 8-chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-one. The mother liquor was concentrated and the residue was washed sequentially with water and chloroform to afford additionally 8-chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-one (9.4 g, yield 94%).1H NMR (MeOD-d4) δ: 3.3-3.4 (m, 2H), 3.4-3.5 (m, 2H), 7.5 (m, 2H), 8.1-8.2 (m, 2H), 8.7 (d, 1H), 8.9 (d, 1H).
References
[1] Patent: WO2006/116157, 2006, A2. Location in patent: Page/Page column 56-57
[2] Journal of Medicinal Chemistry, 2009, vol. 52, # 6, p. 1778 - 1782
[3] Journal of Medicinal Chemistry, 1991, vol. 34, # 1, p. 457 - 461
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View Lastest Price from 8-Chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-one manufacturers
- Product
- 8-Chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-one 31251-41-9
- Price
- US $0.00-0.00/Kg/Drum
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 100KGS
- Release date
- 2021-06-05
- Product
- 8-Chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-one 31251-41-9
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2019-12-25