[ CAS No. 1280786-59-5 ] {[proInfo.proName]}

Name: 1280786-59-5|tert-Butyl 6-chloropicolinate|96%
Brand: Ambeed
SKU: A678824
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Quality Control of [ 1280786-59-5 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

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Product Details of [ 1280786-59-5 ]

CAS No. :	1280786-59-5	MDL No. :	MFCD18783199
Formula :	C₁₀H₁₂ClNO₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	DVPHJLOQDYBPAW-UHFFFAOYSA-N
M.W :	213.66	Pubchem ID :	53217451
Synonyms :

Safety of [ 1280786-59-5 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 1280786-59-5 ]

* 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 [ 1280786-59-5 ]

[ 1280786-59-5 ] Synthesis Path-Downstream 1~88

1
[ 865-47-4 ]
[ 80099-98-5 ]
[ 1280786-59-5 ]

Yield	Reaction Conditions	Operation in experiment
	In tetrahydrofuran; at 20℃; for 18.0h;	INTERMEDIATE 36tert-Butyl 6-chloropyridine-2-carbo6-Chloropyridine-2-carboxylic acid (5.00 g, 31.7 mmol) was dissolved in DCM (150 mL) and oxalyl chloride (5.45 mL, 63.5 mmol) and DMF (1 mL) were added. The reaction mixture was stirred for 3 h, concentrated in vacuo and azeotroped with DCM. The residue was dissolved in THF (150 mL) and potassium ieri-butoxide (3.39 mg, 47.6 mmol) was added. The reaction mixture was stirred for 18 h, quenched with water (250 mL) and extracted with DCM (3 x 150 mL). The combined organic fractions were washed with sat aq NaHC03 (150 mL), dried (MgS04) and concentrated in vacuo. The residue was purified by column chromatography to give the title compound (3.11 g, 46%) as a white solid. LCMS (ES+): 236.1 [MNa]+.
3.11 g	In tetrahydrofuran; at 20℃; for 18.0h;	6-Chloropyridine-2-carboxylic acid (5.00 g, 31.7 mmol) was dissolved in DCM (150 mL) and oxalyl chloride (5.45 mL, 63.5 mmol) and DMF (1 mL) were added. The reaction mixture was stirred for 3 h, concentrated in vacuo and azeotroped with DCM. The residue was dissolved in THF (150 mL) and potassium tert-butoxide (3.39 mg, 47.6 mmol) was added. The reaction mixture was stirred for 18 h, quenched with water (250 mL) and extracted with DCM (3*150 mL). The combined organic fractions were washed with sat aq NaHCO3 (150 mL), dried (MgSO4) and concentrated in vacuo. The residue was purified by column chromatography to give the title compound (3.11 g, 46%) as a white solid. LCMS (ES+): 236.1 [MNa]+.

Reference： [1]Patent: WO2012/49277,2012,A1 .Location in patent: Page/Page column 37
[2]Patent: US2013/289020,2013,A1 .Location in patent: Paragraph 0134; 0135

2
[ 4684-94-0 ]
[ 1280786-59-5 ]

Reference： [1]Patent: WO2012/49277,2012,A1
[2]Patent: US2013/289020,2013,A1

3
[ 505-66-8 ]
[ 1280786-59-5 ]
[ 1373271-56-7 ]

Yield	Reaction Conditions	Operation in experiment
	In ISOPROPYLAMIDE; at 180℃; for 0.583333h;Microwave irradiation;	INTERMEDIATE 78 tert-Butyl 6-(l,4-diazepan-l-yl)p ridine-2-carboxylate Intermediate 36 (3.00 g, 14.0 mmol) was dissolved in DMA (60 mL) and homopiperazine (7.03 g, 70.2 mmol) was added. The reaction mixture was heated using a microwave (180 C, absorption high) for 35 min and the solvents were removed in vacuo. The residue was dissolved in DCM (150 mL) and washed with sat aq Na2C03 (100 mL), brine (100 mL), dried (MgS04) and the solvents were removed in vacuo to give the crude title compound (3.37 g, 87%) as a yellow liquid. LCMS (ES+): 278.1 [MH]+.
	In N,N-dimethyl acetamide; at 180℃; for 0.583333h;Microwave irradiation;	Intermediate 36 (3.00 g, 14.0 mmol) was dissolved in DMA (60 mL) and homopiperazine (7.03 g, 70.2 mmol) was added. The reaction mixture was heated using a microwave (180 C., absorption high) for 35 min and the solvents were removed in vacuo. The residue was dissolved in DCM (150 mL) and washed with sat aq Na2CO3 (100 mL), brine (100 mL), dried (MgSO4) and the solvents were removed in vacuo to give the crude title compound (3.37 g, 87%) as a yellow liquid. LCMS (ES+): 278.1 [MH]+.

Reference： [1]Patent: WO2012/49277,2012,A1 .Location in patent: Page/Page column 45
[2]Patent: US2013/289020,2013,A1 .Location in patent: Paragraph 0165; 0166

4
[ 4727-72-4 ]
[ 1280786-59-5 ]
[ 1373272-65-1 ]

Yield	Reaction Conditions	Operation in experiment
59%		Tert-butyl 6-chloropyridine-2-carboxylate (1.00 g, 4.68 mmol) and N-benzylpiperidin-4-ol (1.88 g, 9.83 mmol) were dissolved in dioxane (10 mL). NaH (393 mg, 60% dispersion in mineral oil, 9.83 mmol) was added and the reaction mixture was heated using a microwave (80 C., absorption high) for 1 h. The solvents were removed in vacuo and the residue was dissolved in MeOH (100 mL), filtered and concentrated in vacuo. The residue was purified by reverse phase column chromatography to give the title compound (860 mg, 59%) as a white solid. LCMS (ES+): 313.1 [MH]+.

Reference： [1]Patent: US2013/289020,2013,A1 .Location in patent: Paragraph 0284; 0285

5
[ 1280786-59-5 ]
[ 1373272-05-9 ]

Reference： [1]Patent: US2013/289020,2013,A1

6
[ 1280786-59-5 ]
[ 1373272-10-6 ]

Reference： [1]Patent: US2013/289020,2013,A1

7
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[ 1373272-11-7 ]

Reference： [1]Patent: US2013/289020,2013,A1

8
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[ 1373272-16-2 ]

Reference： [1]Patent: US2013/289020,2013,A1

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[ 1373272-17-3 ]

Reference： [1]Patent: US2013/289020,2013,A1

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[ 1373272-18-4 ]

Reference： [1]Patent: US2013/289020,2013,A1

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[ 1373272-19-5 ]

Reference： [1]Patent: US2013/289020,2013,A1

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[ 1373272-53-7 ]

Reference： [1]Patent: US2013/289020,2013,A1

13
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[ 1373272-66-2 ]

Reference： [1]Patent: US2013/289020,2013,A1

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Reference： [1]Patent: US2013/289020,2013,A1

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Reference： [1]Patent: US2013/289020,2013,A1

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[ 1373268-37-1 ]

Reference： [1]Patent: US2013/289020,2013,A1

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Reference： [1]Patent: US2013/289020,2013,A1

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[ 1373268-39-3 ]

Reference： [1]Patent: US2013/289020,2013,A1

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[ 1373269-79-4 ]

Reference： [1]Patent: US2013/289020,2013,A1

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[ 1373270-07-5 ]

Reference： [1]Patent: US2013/289020,2013,A1

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[ 1373270-09-7 ]

Reference： [1]Patent: US2013/289020,2013,A1

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Reference： [1]Patent: US2013/289020,2013,A1

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Reference： [1]Patent: US2013/289020,2013,A1

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Reference： [1]Patent: US2013/289020,2013,A1

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[ 1373270-62-2 ]

Reference： [1]Patent: US2013/289020,2013,A1

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Reference： [1]Patent: US2013/289020,2013,A1

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[ 1280786-59-5 ]
C₂₅H₄₁N₃O₂ [ No CAS ]

Reference： [1]Patent: US2013/289020,2013,A1

28
[ 1280786-59-5 ]
C₁₈H₁₉ClN₂O₂ [ No CAS ]

Reference： [1]Patent: US2013/289020,2013,A1

29
[ 1280786-59-5 ]
C₂₇H₃₇N₅O₄ [ No CAS ]

Reference： [1]Patent: US2013/289020,2013,A1

30
[ 1280786-59-5 ]
C₁₉H₂₉ClN₄O [ No CAS ]

Reference： [1]Patent: US2013/289020,2013,A1

31
[ 1280786-59-5 ]
tert-butyl 6-hydrazinopyridine-2-carboxylate [ No CAS ]