1155264-46-2|6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-2H-benzo[b][1,4]oxazine| Ambeed

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CAS No. :	1155264-46-2
Formula :	C₁₄H₂₀BNO₃
M.W :	261.13
SMILES Code :	CC1(C)C(C)(C)OB(C2=CC=C3OCCNC3=C2)O1
MDL No. :	MFCD18073255
InChI Key :	HFUHUNYUUCDCAU-UHFFFAOYSA-N
Pubchem ID :	54759084

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

Yield	Reaction Conditions	Operation in experiment
78%	With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate; In 1,4-dioxane; at 95 - 100℃; for 2h;Inert atmosphere;	6-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-3,4-dihydro-2H- benzo[6] [l,4]oxazine (3): To a stirred solution of 6-bromo-3,4-dihydro-2H- benzo[£][l,4]oxazine (2.5 g, 11.6 mmol), bis (pinacolato) diborane (3.56 g, 14.0 mmol) in 1, 4- dioxane (20 mL) was added KOAc (3.4 g, 55.0 mmol) and degassed for 20 min with argon. Then Pd(dppf)2Cl2.DCM (476 mg, 0.58 mmol) was added, again degassed for 5 min, and stirred for 2 h at 95-100 C. After completion of the reaction, the solvent was removed under reduced pressure. Water and ethyl acetate were then added to the reaction mixture, which mixture was then filtered through celite. The filtrate was extracted with ethyl acetate. The combined organic phase was washed with water and brine, dried over anhydrous Na2S04, and concentrated under reduced pressure to afford 3 (2.4 gm, 78% yield) as yellow solid. MS m/z (Mu+Eta): 262.2
42%	With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate; In 1,4-dioxane; at 100℃; for 18h;Inert atmosphere;	A mixture containing 6-bromo-l-oxa-4-aza-3,4-dihydro-2H-naphthalene (3.51 g, 16.4 mmol), anhydrous KOAc (3.62 g, 36.9 mmol), pinacol diborane (10.4 g, 41.0 mmol) in l,4-dioxane was degassed under bubbling N2 for 15 minutes. PdCl2(dppf) dichloromethane aduct (670 mg, 0.82 mmol) was added and the resulting mixture was stirred and heated to l00C for 18 hours, after which time the reaction was deemed complete by LCMS. The reaction was cooled, filtered through a short pad of CELITE and concentrated in vacuo. The crude residue was purified by silica gel chromatography, eluting with 0-15% hexanes/EtOAc gradient. The product was obtained as a colorless oil. Yield = 1.81 g (6.9 mmol, 42%). (0325) LC/MS - HPLC (254 nm) - Rt 2.65 min. MS (ESI) m/z 262.4 [M+ + H+] Purity = 95 % by UV (0326) (254 nm).
17.1 g	With palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate; In 1,4-dioxane;Reflux;	The last step of the crude dissolved in dioxane (200ml) added KOAc (15g, 0.15mol), Pd (dppf) 2Cl2 (8.2g, 0.01mol) and 4,4,4 ', 4', 5, 5,5 ', 5'-octamethyl-2,2-bi (1,3,2-dioxaborolane) (38g, 0.15mol), the mixture was stirred at reflux overnight. And concentrated to give crude product on silica gel column chromatography (PE: EtOAc = 1: 1) and purified to give an oily compound 7 (17.1g, 70%).

Precautionary Statements-General
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Prevention
Code	Phrase
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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.
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P240	Ground/bond container and receiving equipment.
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P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
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P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
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P320
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P321
P322
P330	Rinse mouth.
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P342	If experiencing respiratory symptoms:
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P370	In case of fire:
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P372	Explosion risk in case of fire.
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P378
P380	Evacuate area.
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P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
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P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
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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.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
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P401
P402	Store in a dry place.
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P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

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CAS No.: 1155264-46-2

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CAS No.: 1155264-46-2

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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
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
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

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CAS No.: 1155264-46-2

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CAS No.: 1155264-46-2

Alternative Products

Product Details of [ 1155264-46-2 ]

Safety of [ 1155264-46-2 ]

Application In Synthesis of [ 1155264-46-2 ]

[ 1155264-46-2 ] Synthesis Path-Downstream 1~1

Related Products

Historical Records

Categories

Related Functional Groups of [ 1155264-46-2 ]

Organoborons

Related Parent Nucleus of [ 1155264-46-2 ]

Other Aromatic Heterocycles

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[ 1155264-46-2 ]

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