Home Cart Sign in  
Chemical Structure| 131052-40-9 Chemical Structure| 131052-40-9

Structure of 131052-40-9

Chemical Structure| 131052-40-9

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

{[proInfo.proName]}

CAS No.: 131052-40-9

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of [ 131052-40-9 ]

CAS No. :131052-40-9
Formula : C12H16N2O4
M.W : 252.27
SMILES Code : O=C(C1=NC=C(NC(OC(C)(C)C)=O)C=C1)OC
MDL No. :MFCD16036517
InChI Key :GPVMPPDFEOSPND-UHFFFAOYSA-N
Pubchem ID :14842342

Safety of [ 131052-40-9 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319
Precautionary Statements:P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362

Application In Synthesis of [ 131052-40-9 ]

* 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 [ 131052-40-9 ]
  • Downstream synthetic route of [ 131052-40-9 ]

[ 131052-40-9 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 131052-40-9 ]
  • [ 323578-38-7 ]
YieldReaction ConditionsOperation in experiment
67% With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 12 h; Inert atmosphere Step 3. tert-Butyl (6-(hydroxymethyl)pyridin-3-yl)carbamate. LAH powder (36 g, 0.96 mol) was suspended in dry THF (1000 ml) under N2 atmosphere and cooled to 0° C. To the mixture was added compound 3 (150 g, 0.60 mol) in dry THF (1000 ml) slowly at 0° C. The reaction mixture was gradually warmed to room temperature and stirred for 12 h. TLC (PE/EA, 1:1) showed that the reaction was complete, and the reaction was quenched with dropwise addition of THF-Water (9:1, 400 mL) followed by 90 ml 15percent NaOH aqueous and 50 ml of water at 0° C., stirred for 0.5 h at room temperature, and filtered through a pad of Celite®, and then washed with THF (4×1000 ml). The filtrate was concentrated under reduced pressure to give the crude which was purified by column chromatography over silica gel eluting with PE/EA (2:1-1:2). The desired fraction was concentrated to afford tert-butyl (6-(hydroxymethyl)pyridin-3-yl)carbamate (450 g, 67percent) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ 9.58-9.40 (m, 1H), 8.59-8.45 (m, 1H), 7.95-7.78 (m, 1H), 7.42-7.22 (m, 1H), 5.42-5.21 (m, 1H), 4.58-4.40 (m, 2H), 1.48 (s, 9H).
60% With lithium aluminium tetrahydride In tetrahydrofuran; diethyl ether at 0 - 20℃; for 12 h; Inert atmosphere To a stirred solution of methyl 5-[(tert-butoxy)carbonyl]amino}pyridine-2- carboxylate (EV-AX4571-001, 2.73 g, 10.82 mmol) in THF (60 ml) at 0 °C under an atmosphere of nitrogen was added 4M lithium tetrahydridoaluminate(l-) in diethyl ether (4.1 ml) drop-wise, the reaction was allowed to warm to room temperature and stirred for a further 12h. The reaction was quenched by addition of THF:water (9: 1, 15 ml), followed by 10percent sodium hydroxide (10 ml) and then water (10 ml). The reaction mixture was then filtered through a pad of Kieselguhr, rinsing with THF (3 x 50 ml). The filtrate was concentrated in vacuo and the crude was purified by flash column chromatography (50-100percent) EtOAc/heptane then 0-10percent Methanol/EtOAc) to obtain 1.50 g (60percent) of tert-butyl N-[6- (hydroxymethyl)pyridin-3-yl]carbamate EV-AX4573-001 as an off-white solid. LCMS (method D): retention time 0.70min, M/z = 224 (M + 1).
References: [1] European Journal of Inorganic Chemistry, 2010, # 13, p. 1913 - 1928.
[2] Patent: US2015/158864, 2015, A1, . Location in patent: Paragraph 0295.
[3] Patent: WO2017/100594, 2017, A1, . Location in patent: Paragraph 00304.
[4] Patent: WO2006/51270, 2006, A1, . Location in patent: Page/Page column 146.
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 131052-40-9 ]

Esters

Chemical Structure| 912369-42-7

A238660 [912369-42-7]

Methyl 3-((tert-butoxycarbonyl)amino)picolinate

Similarity: 0.96

Chemical Structure| 1159981-86-8

A957958 [1159981-86-8]

Methyl 4-((tert-butoxycarbonyl)amino)picolinate

Similarity: 0.91

Chemical Structure| 1159981-86-8

A957958 [1159981-86-8]

Methyl 4-((tert-butoxycarbonyl)amino)picolinate

Similarity: 0.91

Chemical Structure| 1159981-86-8

A957958 [1159981-86-8]

Methyl 4-((tert-butoxycarbonyl)amino)picolinate

Similarity: 0.91

Chemical Structure| 1159981-86-8

A957958 [1159981-86-8]

Methyl 4-((tert-butoxycarbonyl)amino)picolinate

Similarity: 0.91

Related Parent Nucleus of
[ 131052-40-9 ]

Pyridines

Chemical Structure| 848308-47-4

A327716 [848308-47-4]

5-((tert-Butoxycarbonyl)amino)picolinic acid

Similarity: 0.97

Chemical Structure| 912369-42-7

A238660 [912369-42-7]

Methyl 3-((tert-butoxycarbonyl)amino)picolinate

Similarity: 0.96

Chemical Structure| 569687-82-7

A175372 [569687-82-7]

3-((tert-Butoxycarbonyl)amino)picolinic acid

Similarity: 0.94

Chemical Structure| 1159981-86-8

A957958 [1159981-86-8]

Methyl 4-((tert-butoxycarbonyl)amino)picolinate

Similarity: 0.91

Chemical Structure| 1159981-86-8

A957958 [1159981-86-8]

Methyl 4-((tert-butoxycarbonyl)amino)picolinate

Similarity: 0.91