Home Cart Sign in  
Chemical Structure| 1366482-40-7 Chemical Structure| 1366482-40-7

Structure of 1366482-40-7

Chemical Structure| 1366482-40-7

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

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

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of [ 1366482-40-7 ]

CAS No. :1366482-40-7
Formula : C5H4BF2NO2
M.W : 158.90
SMILES Code : FC1=C(F)C=C(B(O)O)C=N1
MDL No. :MFCD21609554
InChI Key :DMQCLRPLFKDGQN-UHFFFAOYSA-N
Pubchem ID :70699821

Safety of [ 1366482-40-7 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302+H312+H332-H315-H319-H335
Precautionary Statements:P261-P280-P305+P351+P338

Application In Synthesis of [ 1366482-40-7 ]

* 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 [ 1366482-40-7 ]

[ 1366482-40-7 ] Synthesis Path-Downstream   1~13

  • 1
  • [ 879014-17-2 ]
  • [ 1366482-40-7 ]
  • [ 1366482-63-4 ]
  • 2
  • [ 1366482-40-7 ]
  • [ 1536390-34-7 ]
  • [ 1536393-22-2 ]
YieldReaction ConditionsOperation in experiment
170 mg With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate; In water; acetonitrile; at 150.0℃; for 0.5h;Microwave irradiation; Intermediate 7 (250 mg, 0.68 mmol) and <strong>[1366482-40-7](5,6-difluoropyridin-3-yl)boronic acid</strong> (165 mg, 1.02 mmol) were suspended in acetonitrile (2.5 mL). Aqueous sodium carbonate solution (2M, 520 jiL) was added and mixture was de-gassed for 5 minutes. Pd(dppf)C12 complex with DCM (30 mg, 0.03 mmol) was added. The reaction mixture was heated under microwave irradiation for 30 minutes at 150C. The reaction mixturewas diluted with water (20 mL) and extracted with ethyl acetate (2 x 50 mL). The organic extracts were combined, washed with brine, dried over sodium sulfate and concentrated. The resulting black solid was purified by column chromatography, using 0- 3% MeOH in DCM on 50g silica isolute, to afford the title compound (170 mg) as a pink solid. oH (500 MHz, DMSO-d6) 8.63 (s, 1H), 8.45 (ddd, J 11.1, 9.2, 2.1 Hz, 1H), 8.42-8.39 (m, 1H), 7.62-7.56 (m, 2H), 7.33-7.26 (m, 1H), 7.48-7.12 (m, 1H), 7.23-7.17 (m,1H), 7.16-7.08 (m, 1H), 7.04-6.97 (m, 1H), 4.41 (s, 2H), 2.30 (s, 3H). Method B HPLCMS: MH+ m/z 402, RT 1.69 minutes.
  • 3
  • [ 1366482-40-7 ]
  • 3-cyano-6-(1-methyl-1H-pyrazol-4-yl)pyrazoline[1,5-a]pyridin-4-yl trifluoromethanesulfonate [ No CAS ]
  • 4-(5,6-difluoropyridin-3-yl)-6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyridine-3-carbonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
27% With tris-(dibenzylideneacetone)dipalladium(0); sodium carbonate; XPhos; In 1,4-dioxane; water; at 90.0℃;Inert atmosphere; Sealed tube; A mixture of 3 -cyano-6-(i -methyl- 1H-pyrazol-4-yl)pyrazolo[ 1,5 -a]pyridin-4-yl trifluoromethanesulfonate (Intermediate P5; 150 mg, 0.404 mmol), <strong>[1366482-40-7](5,6-difluoropyridin-3-yl)boronic acid</strong> (89.9 mg, 0.566 mmol), Pd2(dba)3 (18.5 mg, 0.0202 mmol), XPhos (38.5 mg, 0.0808 mmol), and 2 MNa2CO3(aq) (0.505 mL, 1.01 mmol) in dioxane (2.0 mL) was sparged for 5 mm with argon. The vessel was sealed and the reaction mixture was stirred overnight at 90 C. After cooling to room temperature, the reaction mixture was purified directly by silica chromatography (1-10% DCM:MeOH as the gradient eluent) to cleanly afford the title compound (36 mg, 27% yield).
  • 4
  • [ 869494-16-6 ]
  • [ 1366482-40-7 ]
  • (6-(6-(tert-butoxycarbonyl)-3,6-diazabicyclo[3.1.1]heptan-3-yl)-5-fluoropyridin-3-yl)boronic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
100% With potassium carbonate; In 1,4-dioxane; at 80.0℃; for 72.0h; A solution of <strong>[1366482-40-7](5,6-difluoropyridin-3-yl)boronic acid</strong> (20 mg, 0.13 mmol), tert-butyl3,6-diazabicyclo[3.1.1]heptane-6-carboxylate (50 mg, 0.25 mmol) and K2C03(s) (174 mg, 1.3 mmol) in dioxane (629 tL) was stirred for 3 days at 80C. The reaction mixture was concentrated in vacuo to provide the title compound (20 mg, quantitative yield) of sufficient purity for use without further purification. MS (apci) m/z =338.1 (M+H).
  • 5
  • [ 1366482-40-7 ]
  • 4-(6-(3,6-diazabicyclo[3.1.1]hept-3-yl)-5-fluoropyridin-3-yl)-6-(2-hydroxy-2-methylpropoxy)pyrazolo[1,5-a]pyridine-3-carbonitrile bis(2,2,2-trifluoroethanoate) [ No CAS ]
  • 6
  • [ 1366482-40-7 ]
  • tert-butyl 3-(5-(3-cyano-6-(2-hydroxy-2-methylpropoxy)pyrazolo[1,5-a]pyridin-4-yl)-3-fluoropyridin-2-yl)-3,6-diazabicyclo[3.1.1]heptane-6-carboxylate [ No CAS ]
  • 7
  • [ 1366482-40-7 ]
  • 4-(5-fluoro-6-(6-((6-methoxypyridin-3-yl)methyl)-3,6-diazabicyclo[3.1.1]heptan-3-yl)pyridin-3-yl)-6-(2-hydroxy-2-methylpropoxy)pyrazolo[1,5-a]pyridine-3-carbonitrile [ No CAS ]
  • 8
  • [ 1366482-40-7 ]
  • isopropyl (S)-2-(5-bromo-4-(4,4-dimethylpiperidin-1-yl)-2-methylpyridin-3-yl)-2-(tert-butoxy)acetate [ No CAS ]
  • isopropyl (S)-2-(tert-butoxy)-2-(4-(4,4-dimethylpiperidin-1-yl)-5’,6’-difluoro-6-methyl-[3,3‘-bipyridin]-5-yl)acetate [ No CAS ]
YieldReaction ConditionsOperation in experiment
86% With potassium phosphate; (2-dicyclohexylphosphino-2’,6’-dimethoxybiphenyl)[2-(2’-amino-1,1‘-biphenyl)]palladium(II) methanesulfonate; In 1,4-dioxane; water; at 60.0℃; for 4.0h;Inert atmosphere; Sealed tube; To a 100 mL Schlenk flask equipped with a stir bar was added dioxane (40 ml) and water (10.00 ml). The flask was sealed wtih a septum, then the solution was degassed via N2 sparging for 10 mm. To the solution was added <strong>[1366482-40-7](5,6-difluoropyridin-3-yl)boronic acid</strong> (2.00 g, 12.6 mmol), isopropyl (S)-2-(5-bromo-4-(4,4-dimethylpiperidin-1-yl)-2- methylpyridin-3 -yl)-2-(tert-butoxy)acetate (3.82 g, 8.39 mmol), tribasic potassium phosphate (8.02 g, 37.8 mmol), and SPhos-Pd-G3 (0.327 g, 0.420 mmol). The flask was placed in a 60 C heating bath with stirring for 4 h. The reaction mixture was cooled tor.t., then was transferred to a 500 mL separatory funnel and was diluted with water (200 mL), then was extracted with Et20 (200 mL). The organic phase was dried over MgSO4; filtered; then concentrated in vacuo. The residue was dissolved in a mm of acetone, then was concentrated onto Celite in vacuo. The resulting powder was subjected to Si02 chromatography (80g Si02 column, hexanes:EtOAc 100:0-60:40) to afford isopropyl(S)-2-(tert-butoxy)-2-(4-(4,4-dimethylpiperidin- 1 -yl)-5 ‘,6’-difluoro-6-methyl-[3 ,3 bipyridinj-5-yl)acetate as a solid yellow foam (3.5305 g, 86 %). ‘H NMR (500 MHz, CHLOROFORM-d) 8.14 (s, 1H), 7.95 (t, J1.8 Hz, 1H), 7.54 (t, J=8.4 Hz, 1H), 5.91 (br s, 1H), 5.12 (spt, J=6.3 Hz, 1H), 3.43 (br s, 1H), 2.96 (br s, 1H), 2.64 (s, 3H), 2.43 - 2.22 (m, 2H), 1.26 (d,J=6.3 Hz, 3H), 1.24 (d,J=6.1 Hz, 3H), 1.18 (s, 9H), 1.50- 1.12 (m,4H), 0.94 (br s, 3H), 0.85 (br s, 3H).
86% With potassium phosphate; SPhos-Pd-G3; In 1,4-dioxane; water; at 60.0℃; for 4.0h;Schlenk technique; Sealed tube; Inert atmosphere; To a 100 mL Schlenk flask equipped with a stir bar was added dioxane (40 ml) and water (10.00 ml). The flask was sealed wtih a septum, then the solution was degassed viaN2 sparging for 10 min. To the solution was added <strong>[1366482-40-7](5,6-difluoropyridin-3-yl)boronic acid</strong> (2.00 g, 12.6 mmol), isopropyl (S)-2-(5-bromo-4-(4,4-dimethylpiperidin-l-yl)-2-methylpyridin-3- yl)-2-(tert-butoxy)acetate (3.82 g, 8.39 mmol), tribasic potassium phosphate (8.02 g, 37.8 mmol), and SPhos-Pd-G3 (0.327 g, 0.420 mmol). The flask was placed in a 60 C heating bath with stirring for 4 h. The reaction mixture was cooled to r.t, then was transferred to a 500 mL separatory funnel and was diluted with water (200 mL), then was extracted with Et20 (200 mL). The organic phase was dried over MgSCri; filtered; then concentrated in vacuo. The residue was dissolved in a min of acetone, then was concentrated onto celite in vacuo. The resulting powder was subjected to S1O2 chromatography (80g S1O2 column, hexanes:EtOAc 100:0-^60:40) to afford isopropyl (S)-2-(tert-butoxy)-2-(4-(4,4- dimethylpiperidin-l-yl)-5',6'-difluoro-6-methyl-[3,3'-bipyridin]-5-yl)acetate as a solid yellow foam (3.5305 g, 86 %). NMR (500 MHz, CHLOROFORM-d) d 8.14 (s, 1H), 7.95 (t, .7=1.8 Hz, 1H), 7.54 (t, 7=8.4 Hz, 1H), 5.91 (br s, 1H), 5.12 (spt, 7=6.3 Hz, 1H), 3.43 (br s, 1H), 2.96 (br s, 1H), 2.64 (s, 3H), 2.43 - 2.22 (m, 2H), 1.26 (d, 7=6.3 Hz, 3H), 1.24 (d, 7=6.1 Hz, 3H), 1.18 (s, 9H), 1.50 - 1.12 (m, 4H), 0.94 (br s, 3H), 0.85 (br s, 3H).
  • 9
  • [ 1166997-21-2 ]
  • [ 1366482-40-7 ]
  • C24H26F2N4O5 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate; In 1,2-dimethoxyethane; water; at 90.0℃; for 3.0h;Sealed tube; Inert atmosphere; <strong>[1366482-40-7](5,6-difluoropyridin-3-yl)boronic acid</strong> (l.06g, 6.65mmol) and di-tert-butyl [3-(3-(chloromethyl)- l,2-oxazol-5-yl)pyridin-2-yl]imidodicarbonate (Intermediate A, 3.00g, 7.32mmol) were mixed with DME (25mL) in a sealable tube. A 2M solution of sodium carbonate in water (8.32mL, l6.64mmol) was added followed by palladium tetrakis triphenylphosphine (0.54g, 0.47mmol). The sealable tube was flushed with argon and sealed. The mixture was stirred for 3h at 90 C. The cooled reaction mixture was poured into ethyl acetate (500mL), dried over Na2S04, filtered and concentrated under reduced pressure. The residue was purified by column chromatography (Si02, hexane/ethyl acetate) to give the di-Boc protected coupling intermediate to which was added formic acid (8mL). The resulting mixture was stirred for l3h at 2l-25C to complete the di-Boc de-protection. Toluene (lOOmL) and acetonitrile (50mL) were added and all volatiles were removed under reduced pressure. This addition/evaporation procedure was repeated three times to complete the removal of formic acid. Ethyl acetate was added and the precipitation of the product was completed by the addition of some hexane. The product was filtered off and dried under vacuum to yield 3-(3-((5,6-difluoropyridin-3-yl)methyl)isoxazol-5-yl)pyridin-2 -amine (0.894g, 3.l0mmol, 47% overall yield) as a white solid. 500 MHz NMR (DMSO-d6) 5 8.12 - 8.01 (m, 3H), 7.86 (dd, J= 7.6, 1.9 Hz, 1H), 6.87 (s, 1H), 6.70 (dd, J= 7.7, 4.7 Hz, 1H), 6.28 (s, 2H), 4.15 (s, 2H). MS: 289.4 [M+H]+.
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate; In 1,2-dimethoxyethane; water; at 90.0℃; for 3.0h;Inert atmosphere; Sealed tube; <strong>[1366482-40-7](5,6-difluoropyridin-3-yl)boronic acid</strong> (1.06g, 6.65mmol) and di-tert-butyl [3-(3-(chloromethyl)-1,2-oxazol-5-yl)pyridin-2-yl]imidodicarbonate (Intermediate A, 3.00g, 7.32mmol) were mixed with DME (25mL) in a sealable tube. A 2M solution of sodium carbonate in water (8.32mL, 16.64mmol) was added followed by palladium tetrakis triphenylphosphine (0.54g, 0.47mmol). The sealable tube was flushed with argon and sealed. The mixture was stirred for 3h at 90 C. The cooled reaction mixture was poured into ethyl acetate (500mL), dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography (SiO2, hexane/ethyl acetate) to give the di-Boc protected coupling intermediate to which was added formic acid (8mL). The resulting mixture was stirred for 13h at 21-25C to complete the di-Boc de-protection. Toluene (100mL) and acetonitrile (50mL) were added and all volatiles were removed under reduced pressure. This addition/evaporation procedure was repeated three times to complete the removal of formic acid. Ethyl acetate was added and the precipitation of the product was completed by the addition of some hexane. The product was filtered off and dried under vacuum to yield 3-(3-((5,6-difluoropyridin-3-yl)methyl)isoxazol-5-yl)pyridin-2-amine (0.894g, 3.10mmol, 47% overall yield) as a white solid.500 MHz 1H NMR (DMSO-d6) d 8.12- 8.01 (m, 3H), 7.86 (dd, J = 7.6, 1.9 Hz, 1H), 6.87 (s, 1H), 6.70 (dd, J = 7.7, 4.7 Hz, 1H), 6.28 (s, 2H), 4.15 (s, 2H). MS: 289.4 [M+H]+.
  • 10
  • 5-bromo-2,3-difluoropyridine [ No CAS ]
  • [ 73183-34-3 ]
  • [ 1366482-40-7 ]
  • 11
  • [ 1366482-40-7 ]
  • 2-methoxy-5-(piperidin-4-yloxy)pyridine [ No CAS ]
  • (5-fluoro-6-(4-((6-methoxypyridin-3-yl)oxy)piperidin-1-yl)pyridin-3-yl)boronic acid [ No CAS ]
  • 12
  • [ 1366482-40-7 ]
  • 5-(5-fluoro-6-(4-((6-methoxypyridin-3-yl)oxy)piperidin-1-yl)pyridin-3-yl)-7-hydroxyimidazo[1,2-a]pyridine-3-carbonitrile [ No CAS ]
  • 13
  • [ 1366482-40-7 ]
  • 5-(5-fluoro-6-(4-((6-methoxypyridin-3-yl)oxy)piperidin-1-yl)pyridin-3-yl)-7-(2-hydroxy-2-methylpropoxy)imidazo[1,2-a]pyridine-3-carbonitrile [ No CAS ]
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 1366482-40-7 ]

Fluorinated Building Blocks

Chemical Structure| 872041-95-7

A893077 [872041-95-7]

(2,5-Difluoropyridin-3-yl)boronic acid

Similarity: 0.88

Chemical Structure| 1263374-42-0

A111167 [1263374-42-0]

(2,3-Difluoropyridin-4-yl)boronic acid

Similarity: 0.84

Chemical Structure| 351019-18-6

A142326 [351019-18-6]

2-Fluoro-5-pyridylboronic acid

Similarity: 0.83

Chemical Structure| 872041-86-6

A113732 [872041-86-6]

(5-Fluoropyridin-3-yl)boronic acid

Similarity: 0.83

Organoborons

Chemical Structure| 872041-95-7

A893077 [872041-95-7]

(2,5-Difluoropyridin-3-yl)boronic acid

Similarity: 0.88

Chemical Structure| 1263374-42-0

A111167 [1263374-42-0]

(2,3-Difluoropyridin-4-yl)boronic acid

Similarity: 0.84

Chemical Structure| 351019-18-6

A142326 [351019-18-6]

2-Fluoro-5-pyridylboronic acid

Similarity: 0.83

Chemical Structure| 872041-86-6

A113732 [872041-86-6]

(5-Fluoropyridin-3-yl)boronic acid

Similarity: 0.83

Related Parent Nucleus of
[ 1366482-40-7 ]

Pyridines

Chemical Structure| 872041-95-7

A893077 [872041-95-7]

(2,5-Difluoropyridin-3-yl)boronic acid

Similarity: 0.88

Chemical Structure| 1263374-42-0

A111167 [1263374-42-0]

(2,3-Difluoropyridin-4-yl)boronic acid

Similarity: 0.84

Chemical Structure| 351019-18-6

A142326 [351019-18-6]

2-Fluoro-5-pyridylboronic acid

Similarity: 0.83

Chemical Structure| 872041-86-6

A113732 [872041-86-6]

(5-Fluoropyridin-3-yl)boronic acid

Similarity: 0.83