1160790-50-0|Methyl 1-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-yl)piperidine-4-carboxylate| Ambeed

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Product Details of [ 1160790-50-0 ]

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CAS No. :

1160790-50-0

MDL No. :

MFCD18261492

Formula :

C₁₇H₂₆BN₃O₄

Boiling Point :

Linear Structure Formula :

InChI Key :

UEKXCFIPAGCLQJ-UHFFFAOYSA-N

M.W :

347.22

Pubchem ID :

57416468

Synonyms :

Safety of [ 1160790-50-0 ]

Application In Synthesis of [ 1160790-50-0 ]

* 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 [ 1160790-50-0 ]

[ 1160790-50-0 ] Synthesis Path-Downstream 1~1

1
[ 914347-01-6 ]
[ 73183-34-3 ]
[ 1160790-50-0 ]

Yield	Reaction Conditions	Operation in experiment
		A solution of methyl-1-(5-bromopyrimidin-2-yl)piperidine-4-carboxylate (0.32 g, 1.05 mmol), bispinacolatodiboron (0.32 g, 1.25 mmol) and KOAc (0.16 g, 1.60 mmol) in 1 ,4-dioxane (5.0 mL) was degassed by flushing with nitrogen for 15 min. Tricyclohexylphosphine (0.036 g, 0.13 mmol) and tris(dibenzyledineacetone) dipalladium (0) (0.05 g, 0.053 mmol) was then added to the reaction mixture, which was again degassed by nitrogen for 15 min. The resulting reaction mixture was heated to 1000C for 4 h. After the completion of the reaction (TLC monitoring), the reaction mixture was filtered through celite bed and the filtrate was concentrated to get the crude residue that was carried forward to the next step without further purification. MS: 348.21 (M+H)+.
900 mg	With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 90℃; for 12h;Inert atmosphere;	A mixture of methyl l-(5-bromopyrimidin-2-yl)piperidine-4-carboxylate (1.0 g, 3.33 mmol, 1 eq), bis(pinacolato)diboron (1.69 g, 6.66 mmol, 2 eq), potassium acetate (0.98 g, 10 mmol, 3 eq) and Pd(dppf)C12 (0.24 g, 0.330 mmol, 0.100 eq) in 1,4-dioxane (20 mL) was purged with N2 for 3 times, and the mixture was stirred at 90 C for 12 hours under N2 atmosphere. The reaction mixture was filtered and the filtrate was concentrated in vacuo. Purification by prep-HPLC gave the title compound (900 mg, 2.59 mmol, 77.8% yield) as a yellow solid.

Reference： [1]Patent: WO2009/74812,2009,A1 .Location in patent: Page/Page column 55
[2]Patent: WO2021/255212,2021,A1 .Location in patent: Page/Page column 580; 610

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Ghs Hazard Statements

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
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Signal Word:	Warning	Class:
Precautionary Statements:	P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330	UN#:
Hazard Statements:	H302-H315-H319	Packing Group:
GHS Pictogram:

[ CAS No. 1160790-50-0 ] {[proInfo.proName]}

Quality Control of [ 1160790-50-0 ]

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[ 1160790-50-0 ] Synthesis Path-Downstream 1~1

Precautionary Statements-General

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