Category: 116026-93-8

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 116026-93-8, name is tert-Butyl (3-formylpyridin-4-yl)carbamate, molecular formula is C11H14N2O3, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Quality Control of tert-Butyl (3-formylpyridin-4-yl)carbamate

Preparation 56 : 2-tert-Butoxycarbonylamino-3-(4-tert-butoxycarbonylaminopyridin-3-yl) acrylic acid methyl ester; To a solution of (+/-)-Boc-alpha-phosphonoglycine trimethyl ester (1.5Og, 5.05mmol) in dry THF (2OmL) at -780C was added 1,1,3,3-tetramethylguanidine (0.6OmL, 4.78mmol) and the mixture was stirred in the cold for 20min. A solution of 4-[N-(tert-butyloxycarbonyl)amino]-3- pyridinecarboxaldehyde (Preparation 55, 1.Og, 4.50mmol) in dry THF (1OmL) was added slowly and the resulting mixture allowed to warm up to rt and stirred for additional 12h before being poured into water (20OmL). Extraction with EtOAc (3x75mL) and washing of the combined extracts with brine (5OmL) gave after drying (MgSO4) and concentration in vacuo an oily residue. Purification of the residue by flash chromatography on silica gel (eluent: toluene / acetone : 2 /1) gave the title compound as colourless oil. delta? (CDCl3): 1.31 (9H, s), 1.53 (9H, s), 3.91 (3H, s), 6.61, 6.76 (2H, 2 xbr s), 7.05 (IH, s), 8.06 (IH, d), 8.37-8.39 (2H, m); m/z (ES+) = 394.13 [M+H]+; RT = 2.81 min.

With the rapid development of chemical substances, we look forward to future research findings about 116026-93-8.

Reference:
Patent; PROSIDION LIMITED; WO2006/59164; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 116026-93-8, tert-Butyl (3-formylpyridin-4-yl)carbamate, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, name: tert-Butyl (3-formylpyridin-4-yl)carbamate, blongs to pyridine-derivatives compound. name: tert-Butyl (3-formylpyridin-4-yl)carbamate

Example 106: (5Z)-5-[(4-aminopyridin-3-yl)methylidene]-2-(piperidin-l-yl)-4,5-dihydro- l,3-thiazol-4-one hydrochloride; (3-Formyl-pyridin-4-yl)-carbamic acid tert-butyl ester (490mg, 1.5mmol), piperidine (0.30 mL, 3.0 mmol), and rhodanine (203mg, 1.5mmol) were added into 10 mL of ethanol in 5OmL flask. The resulting mixture was heated at 75 0C overnight. The solvent was evaporated, 0 and the crude was purified by flash chromatography (0 to 10% MeOH in DCM gradient). 200 mg of [3 -(4-Oxo-2 -piperidin-l-yl-4H-thiazol-5-ylidenemethyl)-pyridin-4-yl]-carbamic acid tert- butyl ester yellow solid was collected as pure product (yield 34%).[3-(4-Oxo-2-piperidin- 1 -yl-4H-thiazol-5-ylidenemethyl)-pyridin-4-yl]-carbamic acid tert- butyl ester (200mg) was dissolved in 5mL of methanolic HCl (4M). The resulting mixture was 5 stirred at room temperature for 2 hours. The solvent was evaporated, and the remaining solid was dried under vacuum to provide desired product (yield 99%). 1H NMR (400 MHz, DMSO- d6) delta 1.67 (m, 6H), 3.5 (m, 2H), 3.90 (m, 2H), 6.97(d, IH), 7.50 (s, IH), 8.13(d, IH), 8.30 (s, IH).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,116026-93-8, tert-Butyl (3-formylpyridin-4-yl)carbamate, and friends who are interested can also refer to it.

Reference:
Patent; CHLORION PHARMA, INC.; WO2009/97695; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem