Home Cart 0 Sign in  
X

[ CAS No. 1445891-57-5 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 1445891-57-5
Chemical Structure| 1445891-57-5
Chemical Structure| 1445891-57-5
Structure of 1445891-57-5 * 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 [ 1445891-57-5 ]

Related Doc. of [ 1445891-57-5 ]

Alternatived Products of [ 1445891-57-5 ]
Product Citations

Product Details of [ 1445891-57-5 ]

CAS No. :1445891-57-5 MDL No. :MFCD28661501
Formula : C9H5BrFN Boiling Point : -
Linear Structure Formula :- InChI Key :GDQIFFRWCFFSKB-UHFFFAOYSA-N
M.W : 226.05 Pubchem ID :89650401
Synonyms :

Calculated chemistry of [ 1445891-57-5 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 10
Fraction Csp3 : 0.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 2.0
Num. H-bond donors : 0.0
Molar Refractivity : 49.4
TPSA : 12.89 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) : -5.63 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.04
Log Po/w (XLOGP3) : 2.89
Log Po/w (WLOGP) : 3.56
Log Po/w (MLOGP) : 2.71
Log Po/w (SILICOS-IT) : 3.54
Consensus Log Po/w : 2.95

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -3.68
Solubility : 0.0474 mg/ml ; 0.000209 mol/l
Class : Soluble
Log S (Ali) : -2.82
Solubility : 0.341 mg/ml ; 0.00151 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.84
Solubility : 0.00327 mg/ml ; 0.0000145 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.68

Safety of [ 1445891-57-5 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 1445891-57-5 ]

* 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 [ 1445891-57-5 ]

[ 1445891-57-5 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 891180-59-9 ]
  • [ 645-36-3 ]
  • 8-bromo-7-fluoroisoquinoline [ No CAS ]
YieldReaction ConditionsOperation in experiment
24% 2,2-Diethoxyethan-1-amine (6.07 mL, 41.77 mmol) was added to a stirred solution of 546 <strong>[891180-59-9]2-bromo-3-fluorobenzaldehyde</strong> (8.479 g, 41.77 mmol) in anhydrous 51 toluene (20 mL) and the mixture was stirred at 100 C. for 18 h. The reaction mixture was allowed to cool to rt and concentrated in vacuo. The crude residue was dissolved in 63 DCM (30 mL) and cooled to 0 C. 547 Aluminum trichloride (18.38 g, 137.83 mmol) was added portionwise and the resultant dark red suspension was left to stir at 0 C. for 30 mins and then allowed to slowly warm to rt over 1 h and stirred at rt for 16 h. The reaction mixture was poured into ice water and was diluted with DCM. The reaction mixture was basified with 2M aq. NaOH solution and the phases separated. The aqueous phase was extracted with DCM, the combined organic extracts were dried (phase separator) and concentrated in vacuo. The crude product was purified by flash silica chromatography (0 to 40% 57 EtOAc in 58 heptane) to give 548 8-bromo-7-fluoroisoquinoline (2.23 g, 24%) as a brown solid; 1H NMR (400 MHz, CDCl3, 30 C.) 7.52 (1H, t), 7.64 (1H, d), 7.81 (1H, dd), 8.62 (1H, d), 9.63 (1H, s); m/z: ES+ [M+H]+ 228.
23.6% 2,2-Diethoxyethan-l-amine (6.07 ml, 41.77 mmol) was added to a stirred solution of <strong>[891180-59-9]2-bromo-3-fluorobenzaldehyde</strong> (CAS 891180-59-9; 8.479 g, 41.77 mmol) in anhydrous toluene (20 ml) and the mixture was stirred at 100 C for 18 hours. The reaction mixture was allowed to cool to ambient temperature and concentrated in vacuo. The crude residue was dissolved in DCM (30 ml) and cooled to 0C. Aluminum trichloride (18.38 g, 137.83 mmol) was added portionwise and the resultant dark red suspension was left to stir at 0 C for 30 mins and then allowed to slowly warm to ambient temperature over 1 hour and stirred for 16 hours. The reaction mixture was poured into ice water and was diluted with DCM. The reaction mixture was basified with 2M aqueous NaOH solution and the phases separated. The aqueous phase was extracted with DCM, the combined organic extracts were passed through a phase separator cartridge and the filtrate was concentrated in vacuo. The crude product was purified by flash silica chromatography, elution gradient 0 to 40% EtOAc. Fractions containing the desired product were concentrated in vacuo to give 8-bromo-7-fluoroisoquinoline (2.23 g, 23.6%) as a brown solid. 1H NM R (400 MHz, CDCI3, 30C) 7.52 (1H, t), 7.64 (1H, d), 7.81 (1H, dd), 8.62 (1H, d), 9.63 (1H, s). m/z : ES+ [M+H]+ 228.
  • 2
  • [ 1445891-57-5 ]
  • [ 2349397-49-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: sodium hydrogencarbonate / dichloromethane / 2 h / 20 °C / Inert atmosphere 2: triethylamine / 2 h / 0 - 20 °C / Inert atmosphere
Multi-step reaction with 2 steps 1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 2 h / 20 °C 2: triethylamine / 0 - 20 °C
Multi-step reaction with 2 steps 1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 2 h / 25 °C 2: triethylamine / methanol / 16 h / 0 - 25 °C
  • 3
  • [ CAS Unavailable ]
  • [ 1445891-57-5 ]
  • [ 2349397-47-1 ]
YieldReaction ConditionsOperation in experiment
99% With sodium hydrogencarbonate In dichloromethane at 20℃; for 2h; Inert atmosphere; 8-Bromo-7-fluoroisoquinoline 2-oxide 3-Chloroperoxybenzoic acid (0.523 g, 2.34 mmol) was added to a stirred solution of 548 8-bromo-7-fluoroisoquinoline (0.44 g, 1.95 mmol) in 63 DCM (10 mL) at rt and the reaction stirred for 2 h. The mixture was diluted with DCM (100 mL) and washed with sat. 112 NaHCO3 (2×100 mL). The organic layer was dried (phase separator) and concentrated in vacuo to give 551 8-bromo-7-fluoroisoquinoline 2-oxide (0.466 g, 99%) as a pale yellow solid; 1H NMR (400 MHz, CDCl3, 30° C.) 7.38 (1H, dd), 7.66 (1H, d), 7.76 (1H, dd), 8.16 (1H, dd), 9.09-9.2 (1H, m); m/z: ES+ [M+H]+ 242.
  • 4
  • [ 1445891-57-5 ]
  • [ 2349397-47-1 ]
YieldReaction ConditionsOperation in experiment
99% With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃; for 2h; 8-Bromo-7-fluoroisoquinoline 2-oxide mCPBA (0.523 g, 2.34 mmol) was added to a stirred solution of 8-bromo-7-fluoroisoquinoline (0.44 g, 1.95 mmol) in DCM (10 ml) at ambient temperature and the reaction stirred for 2 hours. The mixture was diluted with DCM (100 ml) and washed with saturated sodium bicarbonate solution (2 x 100 ml). The organic layer was passed through a phase separating cartridge and concentrated in vacuo to give 8-bromo-7-fluoroisoquinoline 2-oxide (0.466 g, 99%) as a pale yellow solid. 1H NMR (400 MHz, CDCI3, 30°C) 7.38 (1H, dd), 7.66 (1H, d), 7.76 (1H, dd), 8.16 (1H, dd), 9.09 - 9.2 (1H, m). m/z: ES+ [M+H]+ 242.
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 25℃; for 2h; 14.2 Step 2: Preparation of compound 14-4 Compound 14-3 (2 g, 8.85 mmol) was dissolved in dichloromethane (30 mL), and m-chloroperoxybenzoic acid (2.80 g, 13.78 mmol, 85% purity) was added thereto. After the addition, the system was reacted at room temperature (25°C) for 2h. Dichloromethane (100mL) was added to the system, washed with saturated sodium bicarbonate aqueous solution (100mL x 2), the organic phase was dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated to obtain compound 14-4, which was used directly without further purification Next reaction.
Recommend Products
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 1445891-57-5 ]

Fluorinated Building Blocks

Chemical Structure| 1239463-43-4

[ 1239463-43-4 ]

5-Bromo-6-fluoroisoquinoline

Similarity: 0.97

Chemical Structure| 1258833-80-5

[ 1258833-80-5 ]

6-Bromo-7-fluoroisoquinoline

Similarity: 0.95

Chemical Structure| 923022-40-6

[ 923022-40-6 ]

7-Bromo-6-fluoroisoquinoline

Similarity: 0.95

Chemical Structure| 107224-21-5

[ 107224-21-5 ]

5-Bromo-6-fluoroquinoline

Similarity: 0.93

Chemical Structure| 1432754-56-7

[ 1432754-56-7 ]

6-Bromo-5-fluoroisoquinoline

Similarity: 0.92

Bromides

Chemical Structure| 1239463-43-4

[ 1239463-43-4 ]

5-Bromo-6-fluoroisoquinoline

Similarity: 0.97

Chemical Structure| 1258833-80-5

[ 1258833-80-5 ]

6-Bromo-7-fluoroisoquinoline

Similarity: 0.95

Chemical Structure| 923022-40-6

[ 923022-40-6 ]

7-Bromo-6-fluoroisoquinoline

Similarity: 0.95

Chemical Structure| 107224-21-5

[ 107224-21-5 ]

5-Bromo-6-fluoroquinoline

Similarity: 0.93

Chemical Structure| 1432754-56-7

[ 1432754-56-7 ]

6-Bromo-5-fluoroisoquinoline

Similarity: 0.92

Related Parent Nucleus of
[ 1445891-57-5 ]

Isoquinolines

Chemical Structure| 1239463-43-4

[ 1239463-43-4 ]

5-Bromo-6-fluoroisoquinoline

Similarity: 0.97

Chemical Structure| 1258833-80-5

[ 1258833-80-5 ]

6-Bromo-7-fluoroisoquinoline

Similarity: 0.95

Chemical Structure| 923022-40-6

[ 923022-40-6 ]

7-Bromo-6-fluoroisoquinoline

Similarity: 0.95

Chemical Structure| 1432754-56-7

[ 1432754-56-7 ]

6-Bromo-5-fluoroisoquinoline

Similarity: 0.92

Chemical Structure| 1935199-41-9

[ 1935199-41-9 ]

8-Bromo-6-fluoroisoquinoline

Similarity: 0.89