| Identification | More | [Name]
8-Chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-one | [CAS]
31251-41-9 | [Synonyms]
8-CHLORO-10,11-DIHYDRO-4-AZA-5H-DIBENZO-(A,D)CYCLOHEPTAN-5-ONE
8-CHLORO-5,6-DIHYDRO-11H-BENZO[5,6]CYCLOHEPTA[1,2-B]PYRIDIN-11-ONE
8-CHLORO-10,11-DIHYDRO-4-AZA-5H-BENZO[A,D] CYCLOHEPTAN-5-ONE
8-CHLORO-5,6-DIHYDRO-11H-BENZO-(5,6)-CYCLOHEPTA-(1,2-B)-PYRIMIDINE-11-ON
8-Chloro-10,11-dihydro-4-aza-5
8-chloro-10,11-dihydro-4-AZA-5H-benzo〔A,D〕cyclohepta-5-one
8-CHLORO-5,6-DIHYDRO-11H-BENZO[5,6]CYCLOHEPTA[1,2-B]PYRIMIDINE-11-ONE
4-Aza-8-chloro-10,11-dihydro-5H-benzo[a,d]cyclo-5-heptanone
8-CHLORO-10,11-DIHYDRO-4 AZA-5H-BENZO[A,D] CYCLOHEPTAN-5-ONE =98%
8-CHLORO-6,11-DIHYDRO-11-(1-METHYL-4-PIPERIDYLEDENE)-5H-BENZO(5,6)-CYCLOHEPTA(1,2,B)PYRIDINE
8-Chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-β]pyridin-11-one
11H-Benzo[5,6]cyclohepta[1,2-b]pyridin-11-one,8-chloro-5,6-dihydro- | [EINECS(EC#)]
700-257-5 | [Molecular Formula]
C14H10ClNO | [MDL Number]
MFCD00800222 | [Molecular Weight]
243.69 | [MOL File]
31251-41-9.mol |
| Chemical Properties | Back Directory | [Appearance]
Yellow Solid | [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 | [Usage]
Loratadine intermediate | [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) |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow Solid | [Uses]
Loratadine intermediate. Loratidine impurity C. | [Synthesis]
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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