[ CAS No. 1356068-62-6 ] {[proInfo.proName]}

Name: 1356068-62-6|2-Morpholino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinonitrile|96%
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SKU: A394272
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Structure of 1356068-62-6 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 1356068-62-6 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 1356068-62-6 ]

SDS Specification

Alternatived Products of [ 1356068-62-6 ]

Product Details of [ 1356068-62-6 ]

CAS No. :	1356068-62-6	MDL No. :	MFCD16996767
Formula :	C₁₆H₂₂BN₃O₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	KMOMTJKORSQJNI-UHFFFAOYSA-N
M.W :	315.18	Pubchem ID :	53217326
Synonyms :

Calculated chemistry of [ 1356068-62-6 ]

Physicochemical Properties

Num. heavy atoms :	23
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.62
Num. rotatable bonds :	2
Num. H-bond acceptors :	5.0
Num. H-bond donors :	0.0
Molar Refractivity :	91.15
TPSA :	67.61 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	Yes
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	Yes
Log Kp (skin permeation) :	-7.06 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.0
Log Po/w (XLOGP3) :	1.64
Log Po/w (WLOGP) :	0.71
Log Po/w (MLOGP) :	0.0
Log Po/w (SILICOS-IT) :	1.27
Consensus Log Po/w :	0.72

Druglikeness

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

Water Solubility

Log S (ESOL) :	-2.89
Solubility :	0.408 mg/ml ; 0.00129 mol/l
Class :	Soluble
Log S (Ali) :	-2.67
Solubility :	0.669 mg/ml ; 0.00212 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-3.88
Solubility :	0.0417 mg/ml ; 0.000132 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	0.0
Synthetic accessibility :	3.36

Safety of [ 1356068-62-6 ]

Signal Word:	Warning	Class:
Precautionary Statements:	P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313	UN#:
Hazard Statements:	H315-H319	Packing Group:
GHS Pictogram:

Application In Synthesis of [ 1356068-62-6 ]

* 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 [ 1356068-62-6 ]

[ 1356068-62-6 ] Synthesis Path-Downstream 1~5

1
[ 1354223-80-5 ]
[ 73183-34-3 ]
[ 1356068-62-6 ]

Yield	Reaction Conditions	Operation in experiment
78%	With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate In toluene at 95℃; for 5h; Inert atmosphere;	2 Intermediate A5. 2-morpholino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-cyano-pyridine Bis(pinacolato)diboron (682 mg, 2.69 mmol), KOAc (659 mg, 6.71 mmol) and PdCl2(dppf).CH2Cl2 (91.4 mg, 0.110 mmol) were added to a solution of 5-bromo-2-morpholinonicotinonitrile (600 mg, 2.24 mmol) in toluene (10 mL) under Ar atmosphere. The reaction mixture was stirred at 95° C. for 5 h. The reaction mixture was diluted with EtOAc and washed with water (3×20 mL) and brine (2×20 mL). The organic layer was dried (MgSO4), filtered and concentrated. The residue was purified on ISCO (0-30% EtOAc in Hexanes) to provide the desired product (550 mg, 78% yield). LC-MS, Rt=0.407, m/z=234.1 [boronic acid].

Reference： [1]Current Patent Assignee: VANDERBILT UNIVERSITY - US2018/86767, 2018, A1 Location in patent: Paragraph 0196-0197

2
[ 1356068-62-6 ]
[ 2216003-48-2 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate / acetonitrile; water / 3 h / 95 °C / Inert atmosphere 2: ammonium hydroxide; hydrogen / water; ethanol / 20 h / 20 °C / 760.05 Torr / Sealed tube

Reference： [1]Current Patent Assignee: VANDERBILT UNIVERSITY - US2018/86767, 2018, A1

3
[ 1356068-62-6 ]
[ 2216003-32-4 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate / acetonitrile; water / 3 h / 95 °C / Inert atmosphere 2: ammonium hydroxide; hydrogen / water; ethanol / 20 h / 20 °C / 760.05 Torr / Sealed tube 3: HATU; 4-methyl-morpholine / N,N-dimethyl-formamide / 1 h / 20 °C

Reference： [1]Current Patent Assignee: VANDERBILT UNIVERSITY - US2018/86767, 2018, A1

4
[ 1525619-20-8 ]
[ 1356068-62-6 ]
[ 2216003-47-1 ]

Yield	Reaction Conditions	Operation in experiment
35%	With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate In water; acetonitrile at 95℃; for 3h; Inert atmosphere;	9.1 Example 9 (Table 1, B223) (0244) Example 9 N-((5-(6,7-dihydro-5H-pyrrolo[1,2-a]imidazol-2-yl)-2-morpholinopyridin-3-yl)methyl)-3-methoxy-4-methylbenzamide 2-Morpholino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinonitrile (Intermediate A5, 550 mg, 1.74 mmol), PdCl2(dppf).CH2Cl2 (43.7 mg, 0.050 mmol) and K2CO3 (2.5 M aq solution, 1.28 mL, 3.21 mmol) were added to a solution of 2-bromo-6,7-dihydro-5H-pyrrolo[1,2-a]imidazole (200 mg, 1.07 mmol) in CH3CN (0.6 mL) under Ar atmosphere. The reaction mixture was stirred at 95° C. for 3 h. The reaction mixture was concentrated (there was solid). The residue was purified on ISCO (0% to 20% MeOH in CH2Cl2) to provide the desired product (110 mg, 35% yield). 1H NMR (400 MHz, MeOH-d4) δ 8.71 (d, J=2.2 Hz, 1H), 8.19 (d, J=2.4 Hz, 1H), 7.46 (s, 1H), 4.07 (t, J=7.2 Hz, 2H), 3.84-3.81 (m, 4H), 3.66-3.63 (m, 4H), 2.90 (t, J=7.4 Hz, 2H), 2.65 (pent, J=7.4 Hz, 2H); LC-MS, Rt=0.680, m/z=296.1 [M+H].

Reference： [1]Current Patent Assignee: VANDERBILT UNIVERSITY - US2018/86767, 2018, A1 Location in patent: Paragraph 0245-0246

5
[ 405224-23-9 ]
[ 1356068-62-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 95 °C / Inert atmosphere 2: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / toluene / 5 h / 95 °C / Inert atmosphere

Reference： [1]Current Patent Assignee: VANDERBILT UNIVERSITY - US2018/86767, 2018, A1

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Related Functional Groups of
[ 1356068-62-6 ]

Organoboron

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Esters

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Nitriles

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Related Parent Nucleus of
[ 1356068-62-6 ]

Morpholines

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Pyridines

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P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
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P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
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Code	Phrase
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P342	If experiencing respiratory symptoms:
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P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
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P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
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P370	In case of fire:
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P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
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P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
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P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
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Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
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H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
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H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
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H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 1356068-62-6 ] {[proInfo.proName]}

Quality Control of [ 1356068-62-6 ]

Related Doc. of [ 1356068-62-6 ]

Product Details of [ 1356068-62-6 ]

Calculated chemistry of [ 1356068-62-6 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 1356068-62-6 ]

Application In Synthesis of [ 1356068-62-6 ]

[ 1356068-62-6 ] Synthesis Path-Downstream 1~5

Related Functional Groups of [ 1356068-62-6 ]

Organoboron

Esters

Nitriles

Related Parent Nucleus of [ 1356068-62-6 ]

Morpholines

Pyridines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 1356068-62-6 ]

Related Parent Nucleus of
[ 1356068-62-6 ]