[ CAS No. 1214328-84-3 ]

Name: 1214328-84-3|Methyl 5-bromo-3-(trifluoromethyl)picolinate|98%
Brand: Ambeed
SKU: A154313
Price: 28.0 USD
Availability: InStock
Rating: 94 (32 reviews)

{[proInfo.proName]} ,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

2D 3D

Structure of 1214328-84-3 * Storage: {[proInfo.prStorage]}

Cart0 Add to My Favorites Bulk Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

For Research Only 100K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 1214328-84-3 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 1214328-84-3 ]

SDS Specification

Alternatived Products of [ 1214328-84-3 ]

Product Details of [ 1214328-84-3 ]

CAS No. :	1214328-84-3	MDL No. :	MFCD14698001
Formula :	C₈H₅BrF₃NO₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	YRYMNZJJAFOWHH-UHFFFAOYSA-N
M.W :	284.03 g/mol	Pubchem ID :	46311090
Synonyms :

Calculated chemistry of [ 1214328-84-3 ]

Physicochemical Properties

Num. heavy atoms :	15
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.25
Num. rotatable bonds :	3
Num. H-bond acceptors :	6.0
Num. H-bond donors :	0.0
Molar Refractivity :	48.22
TPSA :	39.19 Å²

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) :	-6.18 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.11
Log Po/w (XLOGP3) :	2.61
Log Po/w (WLOGP) :	3.8
Log Po/w (MLOGP) :	2.11
Log Po/w (SILICOS-IT) :	2.96
Consensus Log Po/w :	2.72

Druglikeness

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

Water Solubility

Log S (ESOL) :	-3.34
Solubility :	0.129 mg/ml ; 0.000454 mol/l
Class :	Soluble
Log S (Ali) :	-3.08
Solubility :	0.235 mg/ml ; 0.000827 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-3.84
Solubility :	0.0414 mg/ml ; 0.000146 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	0.0
Synthetic accessibility :	2.11

Safety of [ 1214328-84-3 ]

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

Application In Synthesis of [ 1214328-84-3 ]

* 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.

Downstream synthetic route of [ 1214328-84-3 ]

[ 1214328-84-3 ] Synthesis Path-Downstream 1~19

1
[ 4248-19-5 ]
[ 1214328-84-3 ]
[ 2379557-25-0 ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: tert-butyl carbazate; methyl 5-bromo-3-(trifluoromethyl)pyridine-2-carboxylate With palladium diacetate; caesium carbonate; XPhos In 1,4-dioxane at 90℃; for 3h; Inert atmosphere; Sealed tube; Stage #2: With sodium hydroxide In 1,4-dioxane at 20℃; for 1h;	30.1 Step 1 : 5-[(tert-butoxy)carbonyl]amino}-3-(trifluoromethyl)pyridine-2-carboxylic acid . In a sealed tube under N2 atmosphere methyl 5-bromo-3-(trifluoromethyl)pyridine-2- carboxylate (250 mg, 0.64 mmol), t-butyl carbamate (123 mg, 0.77 mmol), dry powdered Cs2C03 (344 mg, 0.77 mmol), XPhos (40 mg, 0.06 mmol), and Pd(OAc)2 (9 mg, 0.03 mmol). Dry dioxane (4 ml.) was then added and the mixture was heated to 90°C for 3 h. The reaction was monitored by LCMS and after the complete consumption of aryl bromide heating discontinued and the reaction mixture was allowed cool to rt. 1 N NaOH (3 ml.) was then added and stirring continued for an additional h. The reaction mixture was then diluted with water and EtOAc (25 ml_). The organic layer was separated and discarded. The aq layer was acidified using 1 N HCI (pH 4-5) and then extracted with DCM (3x30 ml_). The combined organic layer was washed with brine (10 ml_), dried (Na2S04), and concentrated to provide crude product which was used in the next step without purification. Yield 226 mg (83%). LCMS [M+H]+ m/z 307.

Reference： [1]Current Patent Assignee: THOMAS HELLEDAYS STIFTELSE FOR MEDICINSK FORSKNING - WO2019/201991, 2019, A1 Location in patent: Page/Page column 107

2
[ 1214328-84-3 ]
[ 2379557-26-1 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: palladium diacetate; caesium carbonate; XPhos / 1,4-dioxane / 3 h / 90 °C / Inert atmosphere; Sealed tube 1.2: 1 h / 20 °C 2.1: triethylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / tetrahydrofuran / 0.17 h / 20 °C 2.2: 20 °C

Reference： [1]Current Patent Assignee: THOMAS HELLEDAYS STIFTELSE FOR MEDICINSK FORSKNING - WO2019/201991, 2019, A1

3
[ 1214328-84-3 ]
[ 2379557-27-2 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: palladium diacetate; caesium carbonate; XPhos / 1,4-dioxane / 3 h / 90 °C / Inert atmosphere; Sealed tube 1.2: 1 h / 20 °C 2.1: triethylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / tetrahydrofuran / 0.17 h / 20 °C 2.2: 20 °C 3.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

Reference： [1]Current Patent Assignee: THOMAS HELLEDAYS STIFTELSE FOR MEDICINSK FORSKNING - WO2019/201991, 2019, A1

4
[ 1214328-84-3 ]
[ 2379557-28-3 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1.1: palladium diacetate; caesium carbonate; XPhos / 1,4-dioxane / 3 h / 90 °C / Inert atmosphere; Sealed tube 1.2: 1 h / 20 °C 2.1: triethylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / tetrahydrofuran / 0.17 h / 20 °C 2.2: 20 °C 3.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C 4.1: triethylamine / dichloromethane / 0.08 h / 20 °C

Reference： [1]Current Patent Assignee: THOMAS HELLEDAYS STIFTELSE FOR MEDICINSK FORSKNING - WO2019/201991, 2019, A1

5
[ 1214328-84-3 ]
[ 2379557-29-4 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1.1: palladium diacetate; caesium carbonate; XPhos / 1,4-dioxane / 3 h / 90 °C / Inert atmosphere; Sealed tube 1.2: 1 h / 20 °C 2.1: triethylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / tetrahydrofuran / 0.17 h / 20 °C 2.2: 20 °C 3.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C 4.1: triethylamine / dichloromethane / 0.08 h / 20 °C 5.1: sodium hydrogencarbonate; sodium iodide / N,N-dimethyl-formamide / 20 °C / Sealed tube

Reference： [1]Current Patent Assignee: THOMAS HELLEDAYS STIFTELSE FOR MEDICINSK FORSKNING - WO2019/201991, 2019, A1

6
[ 1214328-84-3 ]
[ 2379556-42-8 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 6 steps 1.1: palladium diacetate; caesium carbonate; XPhos / 1,4-dioxane / 3 h / 90 °C / Inert atmosphere; Sealed tube 1.2: 1 h / 20 °C 2.1: triethylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / tetrahydrofuran / 0.17 h / 20 °C 2.2: 20 °C 3.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C 4.1: triethylamine / dichloromethane / 0.08 h / 20 °C 5.1: sodium hydrogencarbonate; sodium iodide / N,N-dimethyl-formamide / 20 °C / Sealed tube 6.1: sodium hydroxide; water / 0.5 h / 20 °C

Reference： [1]Current Patent Assignee: THOMAS HELLEDAYS STIFTELSE FOR MEDICINSK FORSKNING - WO2019/201991, 2019, A1

7
[ 1214328-84-3 ]
[ 75-16-1 ]
[ 2168056-16-2 ]

Yield	Reaction Conditions	Operation in experiment
70 %	In tetrahydrofuran at 0 - 25℃;	152.1; 153.1 Step 1 : 2-(5-bromo-3-(trifluoromethyl)pyridin-2-yl)propan-2-ol To a stirred solution of methyl 5-bromo-3-(trifluoromethyl)picolinate (2 g, 7.0 mmol) in THF (20 mL) was added Methylmagnesium bromide (15.5 mL, IM in THF) at 0 °C. The mixture was stirred at 25 °C for 1 h. The reaction mixture was quenched with water (30 mL). The resulting solution was extracted with ethyl acetate (3x 30 mL). The combined organic layers were dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was applied onto a silica gel column and eluted with EtOAc/PE (3: 1) to give 2-(5-bromo-3- (trifluoromethyl)pyridin-2-yl)propan-2-ol (1.4 g, 70% yield) as a light-yellow oil. LC-MS: m/z 284 [M+H]+.

Reference： [1]Current Patent Assignee: SCHROEDINGER LLC - WO2022/164789, 2022, A1 Location in patent: Page/Page column 428

8
[ 1013-88-3 ]
[ 1214328-84-3 ]
[ 2812355-32-9 ]

Yield	Reaction Conditions	Operation in experiment
59 %	With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; Xantphos In toluene at 100℃;	112.1 Step 1 : methyl 5-((diphenylmethylene)amino)-3-(trifluoromethyl)picolinate To a mixture of methyl 5-bromo-3-(trifluoromethyl)picolinate (500 mg, 1.8 mmol) in dioxane (5 mL) were added cesium carbonate (1.2 g, 3.5 mmol), diphenylmethanimine (638 mg, 3.5 mmol), XantPhos (204 mg, 352.1 μmol) and Pd2(dba)3 (180 mg, 176. μmol). The mixture was stirred at 100 °C for 2 h. The reaction solution was concentrated under reduced pressure. The residue was diluted with water (30 mL). The resulting solution was extracted with ethyl acetate (3x 30 mL). The combined organic layers were dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was applied onto a silica gel column and eluted with EtOAc/PE (1 : 1) to give methyl 5-((diphenylmethylene)amino)-3-(trifluoromethyl)picolinate (400 mg, 59% yield) as a white solid. LC-MS: m/z 385 [M+H]+.

Reference： [1]Current Patent Assignee: SCHROEDINGER LLC - WO2022/164789, 2022, A1 Location in patent: Page/Page column 361-362

9
[ 1214328-84-3 ]
[ 1805509-54-9 ]