486422-05-3|N,N-Dimethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenesulfonamide| Ambeed

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Quality Control of [ 486422-05-3 ] Purity: 98% SDS Specification

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Product Details of [ 486422-05-3 ]

CAS No. :	486422-05-3
Formula :	C₁₄H₂₂BNO₄S
M.W :	311.20
SMILES Code :	O=S(C1=CC=CC(B2OC(C)(C)C(C)(C)O2)=C1)(N(C)C)=O
MDL No. :	MFCD07368237
InChI Key :	YFEWVSRTWWHXFP-UHFFFAOYSA-N
Pubchem ID :	16414207

Safety of [ 486422-05-3 ]

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

Application In Synthesis of [ 486422-05-3 ]

* 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 [ 486422-05-3 ]

[ 486422-05-3 ] Synthesis Path-Downstream 1~35

1
[ 486422-05-3 ]
[ 1152473-40-9 ]
[ 1152473-60-3 ]

Yield	Reaction Conditions	Operation in experiment
57%	With water; sodium hydrogencarbonate;tetrakis(triphenylphosphine) palladium(0); In N,N-dimethyl-formamide; at 100.0℃; for 15.0h;	To a solution of Compound 1 (lOOmg, 0.228mmol) and 3-(4,4,5,5-tetramethyl- l,3,2-dioxaborolan-2-yl)-N,N-dimethylbenzenesulfonamide (106mg, 0.34mmol) in DMF (3mL) were added 2M aq. NaHCO3 (350μL) and Pd[PPh3J4 (26mg, 0.02mmol). The reaction was heated at 10O 0C for 15 h, allowed to cool, and then diluted with water (2OmL). The resultant precipitate was collected by filtration and air-dried. The crude product was re-dissolved in hot methanol/DMF, filtered hot, and then sufficient water was added to cause the solution to become cloudy. After cooling to room temperature and then further in an ice-bath, the solid was collected by filtration, washed with water and air-dried, followed by further drying under reduced pressure. This provided Compound 12 as a yellow/brown solid (65mg, 57%).

References: [1]Patent: WO2009/62258,2009,A1 .Location in patent: Page/Page column 101.

2
[ 486422-05-3 ]
(S)-8-iodo-N-(1-methoxypropan-2-yl)-5-((tetrahydro-2H-pyran-4-yl)oxy)pyrido[4,3-d]pyrimidin-2-amine [ No CAS ]
(S)-3-(2-((1-methoxypropan-2-yl)amino)-5-((tetrahydro-2H-pyran-4-yl)oxy)pyrido[4,3-d]pyrimidin-8-yl)-N,N-dimethylbenzenesulfonamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
30%	With potassium phosphate; palladium diacetate; catacxium A; In butan-1-ol; at 50.0℃; for 16.0h;Inert atmosphere;	A solution of 8-iodo-N-[(l S)-2-methoxy-l-methyl-ethyl]-5-tetrahydropyran-4-yloxy- pyrido [4,3-d]pyrimidin-2-amine (100 mg, 225 umol, 1 eq), N,N-dimethyl-3-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)benzenesulfonamide (106 mg, crude), K3PO4 (143 mg, 675 umol, 3 eq), Pd(OAc)2 (5 mg, 23 umol, 0.1 eq) and bis(l-adamantyl)-butylphosphane (8 mg, 23 umol, 0.1 eq) in n-BuOH (2 mL) was degassed and purged with N2 3 times, and then the mixture was stirred at 50 C for 16 hours under N2 atmosphere. On completion, the mixture was diluted with ethyl acetate (20 mL) and water (30 mL). The mixture was extracted with ethyl acetate (2 x 30 mL). The combined organic layer was washed with water (30 mL) and brine (2 x 30 mL), dried over Na2S04 and concentrated in vacuo. The residue was purified by prep-HPLC. The eluent was concentrated to remove organic solvent, and the aqueous solution was lyophilized to give the title compound (33.6 mg, 30% yield) as a white solid. The title compound was confirmed by 1H NMR and LCMS.

References: [1]Patent: WO2019/14513,2019,A1 .Location in patent: Paragraph 0251.

3
[ 486422-05-3 ]
tert-butyl 3-bromo-2-methyl-1H-indole-1-carboxylate [ No CAS ]
C₂₂H₂₆N₂O₄S [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2019,vol. 62,p. 9874 - 9889.

4
[ 486422-05-3 ]
C₁₄H₁₅BrClNO₂ [ No CAS ]
C₂₂H₂₅ClN₂O₄S [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2019,vol. 62,p. 9874 - 9889.

5
[ 486422-05-3 ]
C₁₄H₁₆BrNO₃ [ No CAS ]
C₂₂H₂₆N₂O₅S [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2019,vol. 62,p. 9874 - 9889.

6
[ 486422-05-3 ]
C₁₅H₁₈BrNO₃ [ No CAS ]
C₂₃H₂₈N₂O₅S [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2019,vol. 62,p. 9874 - 9889.

7
[ 486422-05-3 ]
C₁₅H₁₉BrN₂O₄S [ No CAS ]
C₂₃H₂₉N₃O₆S₂ [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2019,vol. 62,p. 9874 - 9889.

8
[ 486422-05-3 ]
C₁₅H₁₈BrNO₄S [ No CAS ]
C₂₃H₂₈N₂O₆S₂ [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2019,vol. 62,p. 9874 - 9889.

9
[ 486422-05-3 ]
C₁₇H₂₀BrNO₄ [ No CAS ]
C₂₅H₃₀N₂O₆S [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2019,vol. 62,p. 9874 - 9889.

10
[ 486422-05-3 ]
C₁₇H₂₀BrNO₄ [ No CAS ]
C₂₅H₃₀N₂O₆S [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2019,vol. 62,p. 9874 - 9889.

11
[ 486422-05-3 ]
C₁₅H₁₅BrN₂O₂ [ No CAS ]
C₂₃H₂₅N₃O₄S [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2019,vol. 62,p. 9874 - 9889.

12
[ 486422-05-3 ]
1-tert-butyl 5-ethyl 3-bromo-2-methyl-1H-indole-1,5-dicarboxylate [ No CAS ]
C₂₅H₃₀N₂O₆S [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2019,vol. 62,p. 9874 - 9889.

13
[ 486422-05-3 ]
[ 475561-75-2 ]
C₁₇H₂₂N₂O₄S [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2019,vol. 62,p. 9874 - 9889.

14
[ 486422-05-3 ]
C₁₉H₂₂N₄O₃S*C₂HF₃O₂ [ No CAS ]