Home Cart 0 Sign in  
X

[ CAS No. 873107-98-3 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 873107-98-3
Chemical Structure| 873107-98-3
Chemical Structure| 873107-98-3
Structure of 873107-98-3 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 873107-98-3 ]

Related Doc. of [ 873107-98-3 ]

Alternatived Products of [ 873107-98-3 ]

Product Details of [ 873107-98-3 ]

CAS No. :873107-98-3 MDL No. :MFCD11226772
Formula : C6H3F3IN Boiling Point : -
Linear Structure Formula :- InChI Key :GBAXFWLQMVBNMV-UHFFFAOYSA-N
M.W : 272.99 Pubchem ID :45598118
Synonyms :

Calculated chemistry of [ 873107-98-3 ]

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.17
Num. rotatable bonds : 1
Num. H-bond acceptors : 4.0
Num. H-bond donors : 0.0
Molar Refractivity : 41.96
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) : -6.25 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.94
Log Po/w (XLOGP3) : 2.42
Log Po/w (WLOGP) : 3.86
Log Po/w (MLOGP) : 2.49
Log Po/w (SILICOS-IT) : 3.34
Consensus Log Po/w : 2.81

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.39
Solubility : 0.11 mg/ml ; 0.000403 mol/l
Class : Soluble
Log S (Ali) : -2.33
Solubility : 1.27 mg/ml ; 0.00464 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.86
Solubility : 0.0376 mg/ml ; 0.000138 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 0.0
Synthetic accessibility : 1.9

Safety of [ 873107-98-3 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P301+P312-P305+P351+P338 UN#:N/A
Hazard Statements:H302+H312+H332-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 873107-98-3 ]

* 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.

  • Upstream synthesis route of [ 873107-98-3 ]
  • Downstream synthetic route of [ 873107-98-3 ]

[ 873107-98-3 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 106877-33-2 ]
  • [ 873107-98-3 ]
YieldReaction ConditionsOperation in experiment
87%
Stage #1: With hydrogenchloride; sodium nitrite In water at -5 - 5℃; for 0.166667 h;
Stage #2: With potassium iodide In water at -5 - 10℃;
Step 1: 5-iodo-2-(trifluoromethyl)pyridine [0251] A solution of 6-(trifluoromethyl)pyridin-3-amine (9.96 g, 0.062 mol) in 5N HC1 (70 mL) was cooled to -5°C and sodium nitrite (6.39 g, 0.093 mol) in 30 mL of water was added dropwise while maintaining the internal temperature below 5°C. After 10 min, KI (22.5 g, 0.136 mol) in 30 mL of water was added dropwise at -5°C while maintaining the internal temperature below 10°C over the course of the addition. The reaction mixture was warmed to rt and 250 mL of EtOAc was added. The pH of the aqueous layer was adjusted to 11 by the addition of 50 mL of 6N NaOH, the layers were separated, and the organic layer was washed with 120 mL of 0.3M Na2S203. The EtOAc layer was concentrated and the concentrate was purified by column chromatography over silica gel (hexane/ EtOAc =25/1) to afford the title compound as a white solid (14.6 g, 87percent). MS (ESI) calcd for C6H3F3IN: 273.0; found: 274.0[M+H]. 1H NMR (400 MHz, CDC13) δ 8.96 (s, 1H), 8.22 (d, J = 8.2 Hz, 1H), 7.47 (d, J = 8.2 Hz, 1H).
87%
Stage #1: With hydrogenchloride; sodium nitrite In water at -5 - 5℃; for 0.166667 h;
Stage #2: With potassium iodide In water at -5 - 20℃;
A solution of 6—(triflucron’iethyi)pyridin—3—arnine (c.96 g. 0.062 moi) in sN HCI (70 mL) was cooled to -5°C and sodium nitrite (6.39 g, 0.093 mol) in 30 niL of water was added dtopwise \percent bile rnamtaanrng the internal temper ilure helms 5 C. \ftei 10 mm K (22 5 g 0 1 o mol) in 30 niL of water uac added dropi 1st at —5°C while inarntauung the inttrnaltemperature below 10 °C over the course of the addition. [he reaction mixture was warmed to rt and 250 mL of EtOAc was added. The pH of the aqueous layer was adjusted to 11 by the addition of So ml of ON ‘4aOH Ihe oiganic laser ws sepaiated and ashed ;kith 120 mL of 0 M \&S2O, Tin. EtOc laser was oncntrated and the onc,.entratc was purifitd b Lolumo chronwogiaphy O\ ei sdica gel he,.ane 1 ii) .c 2 I) to aifoid the title compound as a white solid (14.6 g, 87percent). MS (ES) ealcd for C6H3F31N: 273.0; found: 274.0 [M±HJ. ‘H NMR (400 MHz. CDCL) ii 8.96 (s. iS). 8.22 (d. J:::: 8.2 Hz, JHI, 7.47 (d. J 8.2 Hz, iii).
Reference: [1] Patent: WO2015/187845, 2015, A1, . Location in patent: Paragraph 0251
[2] Patent: WO2016/44323, 2016, A1, . Location in patent: Paragraph 0347
[3] Patent: WO2006/4533, 2006, A1, . Location in patent: Page/Page column 25
  • 2
  • [ 436799-32-5 ]
  • [ 873107-98-3 ]
Reference: [1] Journal of the American Chemical Society, 2015, vol. 137, # 33, p. 10480 - 10483
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 873107-98-3 ]

Fluorinated Building Blocks

Chemical Structure| 590371-73-6

[ 590371-73-6 ]

4-Iodo-2-(trifluoromethyl)pyridine

Similarity: 0.86

Chemical Structure| 1239462-10-2

[ 1239462-10-2 ]

5-Iodo-2-(trifluoromethyl)pyridin-4-amine

Similarity: 0.85

Chemical Structure| 1620-71-9

[ 1620-71-9 ]

5-Methyl-2-(trifluoromethyl)pyridine

Similarity: 0.75

Chemical Structure| 1030632-94-0

[ 1030632-94-0 ]

5-Ethyl-2-(trifluoromethyl)pyridine

Similarity: 0.74

Chemical Structure| 823221-95-0

[ 823221-95-0 ]

5-Chloro-4-iodo-2-(trifluoromethyl)pyridine

Similarity: 0.72

Trifluoromethyls

Chemical Structure| 590371-73-6

[ 590371-73-6 ]

4-Iodo-2-(trifluoromethyl)pyridine

Similarity: 0.86

Chemical Structure| 1239462-10-2

[ 1239462-10-2 ]

5-Iodo-2-(trifluoromethyl)pyridin-4-amine

Similarity: 0.85

Chemical Structure| 1620-71-9

[ 1620-71-9 ]

5-Methyl-2-(trifluoromethyl)pyridine

Similarity: 0.75

Chemical Structure| 1030632-94-0

[ 1030632-94-0 ]

5-Ethyl-2-(trifluoromethyl)pyridine

Similarity: 0.74

Chemical Structure| 823221-95-0

[ 823221-95-0 ]

5-Chloro-4-iodo-2-(trifluoromethyl)pyridine

Similarity: 0.72

Related Parent Nucleus of
[ 873107-98-3 ]

Pyridines

Chemical Structure| 590371-73-6

[ 590371-73-6 ]

4-Iodo-2-(trifluoromethyl)pyridine

Similarity: 0.86

Chemical Structure| 1239462-10-2

[ 1239462-10-2 ]

5-Iodo-2-(trifluoromethyl)pyridin-4-amine

Similarity: 0.85

Chemical Structure| 695-17-0

[ 695-17-0 ]

5-Iodo-2-methylpyridine

Similarity: 0.75

Chemical Structure| 1620-71-9

[ 1620-71-9 ]

5-Methyl-2-(trifluoromethyl)pyridine

Similarity: 0.75

Chemical Structure| 1030632-94-0

[ 1030632-94-0 ]

5-Ethyl-2-(trifluoromethyl)pyridine

Similarity: 0.74