N-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine

Cat.NO.:A133254 Purity:98%

Product Details of [ 1005009-98-2 ]

CAS No. :	1005009-98-2
Formula :	C₁₂H₁₉BN₂O₂
M.W :	234.10
SMILES Code :	CC1(C)C(C)(C)OB(C2=CN=C(NC)C=C2)O1
MDL No. :	MFCD11878220
InChI Key :	ANKKLMBIFAUZOP-UHFFFAOYSA-N
Pubchem ID :	56686504

Safety of [ 1005009-98-2 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H332-H335
Precautionary Statements:	P280-P305+P351+P338-P310

Application In Synthesis of [ 1005009-98-2 ]

* 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.

Upstream synthesis route of [ 1005009-98-2 ]
Downstream synthetic route of [ 1005009-98-2 ]

[ 1005009-98-2 ] Synthesis Path-Upstream 1~2

1
[ 84539-30-0 ]
[ 73183-34-3 ]
[ 1005009-98-2 ]

References:

[1] Patent: WO2007/86800, 2007, A1, . Location in patent: Page/Page column 92-93.

[2] Patent: WO2009/16460, 2009, A2, . Location in patent: Page/Page column 62-63.

2
[ 74-89-5 ]
[ 444120-94-9 ]
[ 1005009-98-2 ]

References:

[1] Patent: WO2012/167423, 2012, A1, . Location in patent: Page/Page column 35.

[2] Patent: US2014/121200, 2014, A1, . Location in patent: Paragraph 0160; 0161.

Yield	Reaction Conditions	Operation in experiment
	With potassium carbonate;dichloro(1,1′-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; In N,N-dimethyl-formamide; at 100.0℃; for 0.08333330000000001h;Microwave irradiation;	A mixture of 5-bromo-N-methylpyridin-2-amine (50 mg, 0.27 mmol), bis(pinacolato)diboron (75 mg, 0.30 mmol), Pd(dprhof)Cl2DCM (6.5 mg, 0.008 mmol) and S KOAc (79 mg, 0.80 mmol) in DMF (2 mL) was heated at 150 C for 10 minutes in a microwave reactor. Then 2-bromo-6-fluoro-l,3-benzothiazole (93 mg, 0.40 mmol), another batch of Pd(dppf)Cl2DCM (6.5 mg, 0.008 mmol) and 2 M aq. K2CO3 (0.5 mL) were added and the reaction mixture was heated at 100 C for 5 minutes in a microwave reactor. The mixture was allowed to cool and was partitioned between EtOAc and H2O. The 0 organic phase was washed with water and brine and was dried (Na2SO4). Concentration <n=”94″/>under vacuum and purification by HPLC gave the title compound (8 mg). 1H NMR (CHLOROFORM-c/: CD3OD) delta 8.61 (d, 1 H) 8.02 (dd, 1 H) 7.87 (dd, 1 H) 7.57 (dd, 1 H) 7.22-7.15 (m, 1 H) 6.55 (d, 1 H) 2.94 (s, 3 H); MS m/z (M+H) 260, (M-H) 258.

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