Home Cart 0 Sign in  
X

[ CAS No. 955997-27-0 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 955997-27-0
Chemical Structure| 955997-27-0
Chemical Structure| 955997-27-0
Structure of 955997-27-0 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 955997-27-0 ]

Related Doc. of [ 955997-27-0 ]

Alternatived Products of [ 955997-27-0 ]

Product Details of [ 955997-27-0 ]

CAS No. :955997-27-0 MDL No. :MFCD11847714
Formula : C8H6F3NO Boiling Point : -
Linear Structure Formula :- InChI Key :CLFZUPPNZLYDKP-UHFFFAOYSA-N
M.W : 189.13 Pubchem ID :46835485
Synonyms :

Calculated chemistry of [ 955997-27-0 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.25
Num. rotatable bonds : 2
Num. H-bond acceptors : 5.0
Num. H-bond donors : 0.0
Molar Refractivity : 39.43
TPSA : 29.96 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) : -6.45 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.38
Log Po/w (XLOGP3) : 1.42
Log Po/w (WLOGP) : 3.46
Log Po/w (MLOGP) : 1.2
Log Po/w (SILICOS-IT) : 2.68
Consensus Log Po/w : 2.03

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.12
Solubility : 1.45 mg/ml ; 0.00764 mol/l
Class : Soluble
Log S (Ali) : -1.65
Solubility : 4.2 mg/ml ; 0.0222 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -3.25
Solubility : 0.107 mg/ml ; 0.000564 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.58

Safety of [ 955997-27-0 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P330-P363-P501 UN#:N/A
Hazard Statements:H302-H312-H332 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 955997-27-0 ]

* 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 [ 955997-27-0 ]

[ 955997-27-0 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 2033-24-1 ]
  • [ 158063-66-2 ]
  • [ 955997-27-0 ]
YieldReaction ConditionsOperation in experiment
62% With PyBOP; triethylamine In tetrahydrofuran at 20℃; for 18h; 1 In a 250 mL round bottom flask was placed 3.0 g of 4-trifluoronicotinic acid (15.7 mmol, 1 eq) in 100 mL of THF. To this was added 5.3 mL (3.8 g, 37.7 mmol, 2.4 eq) of triethylamine and 9.8 g (18.8 mmol, 1.2 eq) of [PYBOP.] This was allowed to stir for 10 min at room temperature where 2.7 g of [MELDRUM'S] acid (18.8 mmol, 1.2 eq) was added and the reaction allowed stirring at room temperature overnight. (18 h) At this point, 30 mL of 1 M HCI (aq) was added and the reaction turned immediately from orange to purple. This was then heated at for 18 h gradually turning from purple to yellow. The reaction was then basified with saturated [NAHCO3] and extracted with EtOAc (3 x 200 mL). The combined organic layers were dried, filtered, and evaporated. The residue was purified via BIOTAGE (35% EtOAc/Hex) to provide methyl [4-TRIFLUOROMETHYLNICOTINATE] 1.84 g (62%) of the desired product as a colorless oil. TLC Rf= 0.57 (50% EtOAc: Hex).
62% Stage #1: 4-(trifluoromethyl)nicotinic acid With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine In tetrahydrofuran at 20℃; for 0.166667h; Stage #2: cycl-isopropylidene malonate In tetrahydrofuran at 20℃; Stage #3: With hydrogenchloride In tetrahydrofuran; water for 18h; Heating / reflux; Preparation of 2-chloro-1-f4-(trifluoromethyl)-3-nvridinyllethanone hvdrochloride; Step 1 :; In a 250 mL round bottom flask was placed 3.0 g of 4-trifluoronicotinic acid (15.7 mmol, 1 eq) in 100 mL of THF. To this was added 5.3 mL (3.8 g, 37.7 mmol, 2.4 eq) of triethylamine and 9.8 g (18. 8 mmol, 1.2 eq) of PyBOP. This was allowed to stir for 10 min at room temperature where 2.7 g of Meldrum's acid (18.8 mmol, 1.2 eq) was added and the reaction allowed stirring at room temperature overnight. (18 h) At this point, 30 mL of 1 M HCI (aq) was added and the reaction turned immediately from orange to purple. This was then heated at for 18 h gradually turning from purple to yellow. The reaction was then basified with saturated NaHCO3 and extracted with EtOAc (3 x 200 mL). The combined organic layers were dried, filtered, and evaporated. The residue was purified via BIOTAGE (35% EtOAc/Hex) to provide methyl 4-trifluoromethylnicotinate 1.84 g (62%) of the desired product as a colorless oil. TLC Rf= 0.57 (50% EtOAc: Hex).
  • 2
  • [ 955997-27-0 ]
  • 2-chloro-1-[4-(trifluoromethyl)-3-pyridinyl]ethanone hydrochloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
49% Stage #1: C8H6F3NO With hydrogenchloride; N-chloro-succinimide In acetic acid for 18h; Stage #2: With hydrogenchloride In diethyl ether; acetic acid A-3.2 In a 100 mL flask was placed 1.84 G (9.7 MMOL, 1 eq) of methyl 4- TRIFLUOROMETHYLNICOTINATE in 25 mL of 1 M HCI in CH3COOH. To this was then added 1.3 G of NCS (9.7 MMOL, 1 eq) and the reaction allowed to stir overnight (18 h). The mixture was then transferred to a 500 mL Erlenmeyer flask and to this was added 300 mL of 2 M HCI in ET20 WITH stirring. This resulted in a white precipitate which was then filtered to provide 1.2 G (49%) of the desired 2-chloro-1- [4- (trifluoromethyl)-3-pyridinyl] ethanone hydrochloride as a white SOLID. H-NMR (DMSO-D6) å 9.21 (s, 1H), 9.02 (d, 1H), 7.94 (d, 1H), 5.19 (s, 2H).
49% With hydrogenchloride; N-chloro-succinimide; acetic acid In water for 18h; 2 In a 100 mL flask was placed 1.84 g (9.7 mmol, 1 eq) of methyl 4- [TRIFLUOROMETHYLNICOTINATE] in 25 mL of 1 M HCI in CH3COOH. To this was then added 1.3 g of NCS (9.7 mmol, 1 eq) and the reaction allowed stirring overnight [(18H).] The mixture was then transferred to a 500 mL Erlenmeyer flask and to this was added 300 mL of 2 [M] HCI in [ET20] with stirring. This resulted in a white precipitate which was then filtered to provide 1.2 g (49%) of the desired 2-chloro-1- [4- (trifluoromethyl)-3- pyridinyl] ethanone hydrochloride as a white [SOLID. 1H-NMR (DMSO-D6) 6] 9.21 (s, 1H), 9.02 (d, [1H),] 7.94 (d, 1H), 5.19 (s, 2H).
49% Stage #1: C8H6F3NO With hydrogenchloride; N-chloro-succinimide In acetic acid Stage #2: With hydrogenchloride In diethyl ether; acetic acid Step 2 :; In a 100 mL flask was placed 1.84 g (9.7 mmol, 1 eq) of methyl 4- trifluoromethylnicotinate in 25 mL of 1 M HCI in CH3COOH. To this was then added 1.3 g of NCS (9.7 mmol, 1 eq) and the reaction allowed stirring overnight (18h). The mixture was then transferred to a 500 mL Erlenmeyer flask and to this was added 300 mL of 2 M HCI in Et2O with stirring. This resulted in a white precipitate which was then filtered to provide 1.2 g (49%) of the desired 2-chloro-1- [4- (trifluoromethyl)-3- pyridinyl] ethanone hydrochloride as a white solid. 1H-NMR (DMSO-d6) 6 9.21 (s, 1H), 9.02 (d, 1H), 7.94 (d, 1H), 5.19 (s, 2H).
49% Stage #1: C8H6F3NO With hydrogenchloride; N-chloro-succinimide In acetic acid Stage #2: With hydrogenchloride In diethyl ether; acetic acid 5.2 Step 2. In a 100 mL flask was placed 1.84 g (9.7 mmol, 1 eq) of methyl 4-trifluoromethylnicotinate in 25 mL of 1 M HCl in CH3COOH. To this was then added 1.3 g of NCS (9.7 mmol, 1 eq) and the reaction allowed to stir overnight (18h).The mixture was then transferred to a 500 mL Erlenmeyer flask and to this was added 300 mL of 2 M HCl in Et2O with stirring. This resulted in a white precipitate which was then filtered to provide 1.2 g (49%) of the desired 2-chloro-l-[4-(trifluoromethyl)-3-pyridinyl]ethanone hydrochloride as a white solid. 1H-NMR (DMSO-J6) D 9.21 (s, IH), 9.02 (d, IH), 7.94 (d, IH), 5.19 (s, 2H).

  • 3
  • [ 2033-24-1 ]
  • [ 955997-27-0 ]
YieldReaction ConditionsOperation in experiment
62% Stage #1: 4-(trifluoromethyl)nicotinic acid With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine In tetrahydrofuran at 20℃; for 0.166667h; Stage #2: cycl-isopropylidene malonate In tetrahydrofuran at 20℃; for 18h; Stage #3: With hydrogenchloride; sodium hydrogencarbonate more than 3 stages; A-3.1 In a 250 mL round bottom flask was placed 3.0 g of 4-trifluoronicotinic acid (15.7 mmol, 1 eq) in 100 mL of THF. To this was added 5.3 mL (3.8 g, 37.7 mmol, 2.4 eq) of triethylamine and 9.8 G (18.8 mmol, 1.2 eq) of PYBOP. This was allowed to stir for 10 min at room temperature where 2.7 g of Meldrum's acid (18.8 MMOL, 1.2 eq) was added and the reaction allowed to stir at room temperature overnight (18 h). At this point, 30 mL of 1 M HCI (aq) was added and the reaction turned immediately from orange to purple. This was then heated at for 18 h gradually turning from purple to yellow. The reaction was then basified with saturated NAHC03 AND extracted with EtOAc (3 x 200 mL). The combined organics were dried, filtered, and evaporated. The residue was purified via BIOTAGE (35% EtOAc/Hex) to provide methyl 4-TRIFLUOROMETHYINICOTINATE 1.84 G (62%) of the desired product as a colorless oil. TLC Rf= 0.57 (50% EtOAc: Hex).
62% Stage #1: 4-(trifluoromethyl)nicotinic acid With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine In tetrahydrofuran at 20℃; for 0.166667h; Stage #2: cycl-isopropylidene malonate In tetrahydrofuran at 20℃; for 18h; Stage #3: With hydrogenchloride; water In tetrahydrofuran for 18h; Heating / reflux; 5.1 Step 1.In a 250 mL round bottom flask was placed 3.O g of 4-trifluoronicotinic acid (15.7 mmol, 1 eq) in 100 mL of THF. To this was added 5.3 mL (3.8 g, 37.7 mmol, 2.4 eq) of triethylamine and 9.8 g (18.8 mmol, 1.2 eq) of PyBOP. This was allowed to stir for 10 min at room temperature where 2.7 g of Meldrum's acid (18.8 mmol, 1.2 eq) was added and the reaction allowed to stir at room temperature overnight (18 h).At this point, 30 mL of IM HCl (aq) was added and the reaction turned immediately from orange to purple. This was then heated at for 18 h gradually turning from purple to yellow. The reaction was then basified with saturated NaHCO3 and extracted with EtOAc (3 x 200 mL). The combined organics were dried, filtered, and evaporated. The residue was purified via BIOTAGE (35% EtO Ac/Hex) to provide methyl 4-trifluoromethylnicotinate 1.84 g (62%) of the desired product as a colorless oil. TLC Rf = 0.57 (50%EtOAc:Hex).
Recommend Products
Same Skeleton Products
Historical Records