| Identification | Back Directory | [Name]
METHYL-6-HYDROXYMETHYL-2-CARBOXYLATE PYRIDINE | [CAS]
39977-44-1 | [Synonyms]
Methyl 6-(hydroxymethyl)
Methyl 6-(hydroxymethyl)picolinate
Methyl-6-hydroxymethyl-2-carboxylate
METHYL-6-HYDROXYMETHYL-2-CARBOXYLATE PYRIDINE
METHYL-6-HYDROXYMETHYL-2-PYRIDINE-CARBOXYLATE
methyl 6-(hydroxymethyl)pyridine-2-carboxylate
Methyl 6-hydroxyMethyl-2-pyridine carboxylic acid
2-hydroxymethylpyridine-6-carboxylic acid methyl ester
6-Hydroxymethyl-pyridine-2-carboxylic acid methyl ester
6-(hydroxymethyl)-2-pyridinecarboxylic acid methyl ester
Methyl-6-(hydroxymethyl)pyridine-2-carboxylate≥ 97% (GC)
2-Pyridinecarboxylicacid, 6-(hydroxymethyl)-, methyl ester
METHYL-6-HYDROXYMETHYL-2-CARBOXYLATE PYRIDINE ISO 9001：2015 REACH | [EINECS(EC#)]
809-354-8 | [Molecular Formula]
C8H9NO3 | [MDL Number]
MFCD03840850 | [MOL File]
39977-44-1.mol | [Molecular Weight]
167.16 |
| Chemical Properties | Back Directory | [Melting point ]
178 °C | [Boiling point ]
327.3±32.0 °C(Predicted) | [density ]
1.244 | [storage temp. ]
Inert atmosphere,Room Temperature | [form ]
Solid | [pka]
13.03±0.10(Predicted) | [color ]
White | [InChI]
InChI=1S/C8H9NO3/c1-12-8(11)7-4-2-3-6(5-10)9-7/h2-4,10H,5H2,1H3 | [InChIKey]
DVIUNMLAPDJWHL-UHFFFAOYSA-N | [SMILES]
C1(C(OC)=O)=NC(CO)=CC=C1 |
| Hazard Information | Back Directory | [Chemical Properties]
White or off-white solid | [Uses]
Methyl 6-(Hydroxymethyl)-2-pyridinecarboxylate is a chemical compound used in the synthesis of Losartan (L470500) derivatives as AT1 antagonists in the preparation of antihypertensive agents. Also used to prepare telomerase inhibitors for in vivo inhibitory activity. | [Synthesis]
Into a 100-mL round-bottom flask, was placed a solution of 2,6-dimethyl pyridine-2,6- dicarboxylate (950 mg, 4.87 mmol, 1.00 equiv) in a solvent mixture of methanol (33.2 mL) and dichloromethane (14.2 mL). NaB (185 mg, 5.02 mmol, 1.00 equiv) was added to the reaction mixture in several batches at 0°C. The resulting solution was stirred overnight at room temperature, and then it was quenched by the addition of 50 mL of NC1 (aq.). The resulting solution was extracted with 2x50 mL of dichloromethane and the combined organic layers were dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1 : 1-2: 1) as eluent to yield 750 mg (92%) of methyl 6-(hydroxymethyl)pyridine-2-carboxylate as a white solid. | [References]
[1] Patent: WO2013/102145, 2013, A1. Location in patent: Paragraph 0333
[2] Patent: US2015/344483, 2015, A1. Location in patent: Paragraph 0616; 0617
[3] Chemistry - A European Journal, 2017, vol. 23, # 21, p. 5154 - 5170
[4] Chemistry - A European Journal, 2006, vol. 12, # 24, p. 6393 - 6402
[5] Bioorganic and Medicinal Chemistry Letters, 2003, vol. 13, # 4, p. 609 - 612 |
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