Home Cart 0 Sign in  
X

[ CAS No. 1114573-41-9 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
HazMat Fee +

There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.

Type HazMat fee for 500 gram (Estimated)
Excepted Quantity USD 0.00
Limited Quantity USD 15-60
Inaccessible (Haz class 6.1), Domestic USD 80+
Inaccessible (Haz class 6.1), International USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic USD 100+
Accessible (Haz class 3, 4, 5 or 8), International USD 200+
3d Animation Molecule Structure of 1114573-41-9
Chemical Structure| 1114573-41-9
Chemical Structure| 1114573-41-9
Structure of 1114573-41-9 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

* Shipping: {[proInfo.prShipping]}

Quality Control of [ 1114573-41-9 ]

Related Doc. of [ 1114573-41-9 ]

Alternatived Products of [ 1114573-41-9 ]
Product Citations

Product Details of [ 1114573-41-9 ]

CAS No. :1114573-41-9 MDL No. :MFCD21746683
Formula : C9H10BrNO Boiling Point : -
Linear Structure Formula :- InChI Key :LYJAMRBVRNCRMA-UHFFFAOYSA-N
M.W : 228.09 Pubchem ID :59635701
Synonyms :

Calculated chemistry of [ 1114573-41-9 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.44
Num. rotatable bonds : 2
Num. H-bond acceptors : 1.0
Num. H-bond donors : 0.0
Molar Refractivity : 51.97
TPSA : 22.0 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.6 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.44
Log Po/w (XLOGP3) : 1.54
Log Po/w (WLOGP) : 1.96
Log Po/w (MLOGP) : 2.31
Log Po/w (SILICOS-IT) : 2.46
Consensus Log Po/w : 2.14

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -2.46
Solubility : 0.787 mg/ml ; 0.00345 mol/l
Class : Soluble
Log S (Ali) : -1.61
Solubility : 5.58 mg/ml ; 0.0245 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -2.97
Solubility : 0.244 mg/ml ; 0.00107 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.73

Safety of [ 1114573-41-9 ]

Signal Word:Danger Class:6.1
Precautionary Statements:P261-P264-P270-P271-P280-P302+P352-P304+P340-P310-P330-P361-P403+P233-P405-P501 UN#:2811
Hazard Statements:H301-H311-H331 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 1114573-41-9 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 1114573-41-9 ]

[ 1114573-41-9 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 13466-38-1 ]
  • [ 7051-34-5 ]
  • [ 1114573-41-9 ]
YieldReaction ConditionsOperation in experiment
90% KOtBu (0.68 g) was added to a solution of 5-bromo-1H-pyridin-2-one (1.00 g) in tetrahydrofuran (20 mL) at room temperature. After stirring for 30 min, cyclopropylmethyl bromide (0.77 mL) and dimethylformamide (3 mL) were added to the suspension and the resulting mixture was warmed to 70 C. After stirring the mixture at 70 C. for 2 h, the reaction was complete. The mixture was cooled to room temperature, diluted with ethyl acetate (50 mL), and washed with water (2×20 mL) and brine (20 mL). Then, the solution was dried (MgSO4) and the solvent was removed to give the title compound as a colorless oil. Yield: 1.18 g (90% of theory). Mass spectrum (ESI+): m/z=228/230 (Br) [M+H]+
74% Under a nitrogen atmosphere, sodium hydride 60% in oil (0.41 g, 10.34 mmol) was added portionwise to a solution of 5-bromo-2(1 H)-pyridone (1 .50 g, 8.62 mmol) in dry tetrahydrofuran (25 mL). After 10 minutes stirring, (bromomethyl)cyclopropane (1.25 mL, 12.93 mmol) was added and the reaction mixture was stirred at 50C for 7 days. Water (10 mL) was added and the mixture was extracted with ethyl acetate (2 x 15 mL). The organic layer was washed with brine (2 x 10 mL), dried over sodium sulfate and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (dichloromethane/ethyl acetate 100/0 to 85/15) to provide 5-bromo-1- (cyclopropylmethyl)-1 ,2-dihydropyridin-2-one (27a) ( 1.45 g, 6.36 mmol, 74%). 1H NMR (300 MHz, CDCl3) δ 0.35-0.42 (m, 2H), 0.59-0.68 (m, 2H), 1.15-1.29 (m, 1 H), 3.76 (d, J = 7.2 Hz, 2H), 6.49 (d, J = 9.6 Hz, 1 H), 7.34 (dd, J = 2.7 Hz, J = 9.6 Hz, 1 H), 7.50 (d, J = 2.7 Hz, 1 H), MS m/z ([M+H]+) 228/230.
Intermediate XXI5-Bromo-1-cyclopropylmethyl-1H-pyridin-2-one KOtBu (0.68 g) was added to a solution of 5-bromo-1H-pyridin-2-one (1.00 g) in tetrahydrofuran (20 mL) at room temperature. After stirring for 30 min, cyclopropylmethyl bromide (0.77 mL) and N,N-dimethylformamide (3 mL) were added to the suspension and the resulting mixture was warmed to 70 C. After stirring the mixture at 70 C. for 2 h, the reaction was finished. The mixture was cooled to room temperature, diluted with ethyl acetate (50 mL), and washed with water (2×20 mL) and brine (20 mL). Then, the solution was dried (MgSO4) and the solvent was removed to give the title compound as a colorless oil.Yield: 1.18 g (90% of theory); Mass spectrum (ESI+): m/z=228/230 (Br) [M+H]+.
  • 2
  • [ 1110642-47-1 ]
  • [ 1114573-41-9 ]
  • [ 1114573-57-7 ]
YieldReaction ConditionsOperation in experiment
46% With sodium carbonate;dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; In water; N,N-dimethyl-formamide; at 100℃; for 4h;Inert atmosphere; 2 M aqueous Na2CO3 solution (0.84 mL) was added to a solution of (S)-6-(2-hydroxy-2-methylpropyl)-6-phenyl-3-[(S)-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl]-1,3-oxazinan-2-one (0.40 g) and 5-bromo-1-cyclopropylmethyl-1H-pyridin-2-one (0.24 g) in dimethyl-formamide (4 mL). The resulting mixture was sparged with argon for 10 min, before [1,1'-bis(diphenylphosphino)ferrocene]-dichloropalladium(II) dichloromethane complex (34 mg) was added. The mixture was heated to 100 C. and stirred at this temperature for 4 h. After cooling to ambient temperature, water was added and the resulting mixture was extracted with ethyl acetate. The combined organic extracts were washed with brine, dried (MgSO4), and concentrated. The residue was purified by chromatography on silica gel (dichloromethane/methanol 99:1->95:5) to afford the title compound that was crystallized with little ethyl acetate.Yield: 0.19 g (46% of theory); Mass spectrum (ESI+): m/z=501 [M+H]+.
  • 3
  • [ 13466-38-1 ]
  • [ 7051-34-5 ]
  • [ 1114573-41-9 ]
YieldReaction ConditionsOperation in experiment
Example 142 To a solution of <strong>[13466-38-1]5-bromopyridin-2-ol</strong> (1.0 g, 5.75 mmol) in DMF (10 mL) at RT, potassium tert-butoxide (0.68 g, 6.07 mmol) was added and the mixture was stirred for 30 min. To this mixture, (bromomethyl)cyclopropane (1.03 g, 8.62 mmol) was added, and the resulting mixture was stirred at 70 C. for 2 h. The mixture was allowed to cool to RT, diluted with EtOAc (50 mL) and quenched with water (20 mL). The organic layer was washed with water (2*20 mL) and brine (20 mL), dried over anhydrous MgSO4 and filtered. The filtrate was concentrated in vacuo to afford 5-bromo-1-(cyclopropylmethyl)pyridin-2(1H)-one. 1-(Cyclopropylmethyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one was prepared in analogous fashion to Example 140, except 5-bromo-1-(cyclopropylmethyl)pyridin-2(1H)-one was used in place of 5-bromo-1-ethylpyridin-2(1H)-one. Compound 232 was prepared from compound 8 in analogous fashion to Example 140, except 1-(cyclopropylmethyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one was used in place of 1-ethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one. ESI-MS m/z: 530.3 [M+H]+.
YieldReaction ConditionsOperation in experiment
General procedure: 5-Bromopyridin-2-ol (3 g, 17.2 mmol ) was suspended in dry DMF (20 mL), cooled to 0C then sodium hydride (60% in oil) (0.7 g, 18.9 mmol) was added in portions. The reaction mixture was stirred for 20 min then benzyl bromide (2.7 mL, 18.9 mmol) was dropped. The stirring was continues overnight at room temperature. To the reaction mixture water was added and water phase was extracted with ethyl acetate. Combined organic phases were washed with brine, dried over sodium sulfate and concentrated under reduced pressure. The crude product was purified by column chromatography (silica gel, dichlorometane/methanol 9: 1) to give l-benzyl-5- bromopyridin-2(lH)-one as an yellowish solid (3.8 g); yield 83%. LC-MS (m/z) 265.8 (M+l). NMR (400 MHz, DMSO) δ 8.17 (dd, J = 2.8, 0.4 Hz, 1H), 7.55 (dd, J = 9.7, 2.8 Hz, 1H), 7.38 - 7.27 (m, 5H), 6.43 - 6.40 (m, 1H), 5.07 (s, 2H).
Recommend Products
Same Skeleton Products
Historical Records

Related Parent Nucleus of
[ 1114573-41-9 ]

Pyridines

Chemical Structure| 1193334-67-6

[ 1193334-67-6 ]

5-Bromo-1-cyclopropylpyridin-2(1H)-one

Similarity: 0.93

Chemical Structure| 851087-08-6

[ 851087-08-6 ]

5-Bromo-1-isopropylpyridin-2(1H)-one

Similarity: 0.87

Chemical Structure| 81971-39-3

[ 81971-39-3 ]

5-Bromo-1-methylpyridin-2(1H)-one

Similarity: 0.83

Chemical Structure| 1193334-86-9

[ 1193334-86-9 ]

4-Bromo-1-cyclopropylpyridin-2(1H)-one

Similarity: 0.81