(5-methylpyridin-2-yl)methanol synthesis
- Product Name:(5-methylpyridin-2-yl)methanol
- CAS Number:22940-71-2
- Molecular formula:C7H9NO
- Molecular Weight:123.15
55876-82-9
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Yield: 88.9%
Reaction Conditions:
with sodium tetrahydroborate;calcium chloride in tetrahydrofuran;ethanol at 50;
Steps:
2.2 Step 2: (5-methylpyridin-2-yl)methanol
To a solution of methyl 5-methylpyridine-2-carboxylate [Example 2, Step 1] (3 g, 18.3 mmol, 1.00 equiv) in ethanol (20 mL) and tetrahydrofuran (20 mL) was added CaCl2 (8.125 g, 549 mmol 4.00 equiv) and NaBH4 (1.38 g, 36.6 mmol, 2.00 equiv). The resulting solution was stirred overnight at 50° C. The solids were filtered out. The filtrate was concentrated under vacuum. The resulting solution was diluted with ethyl acetate (50 mL). The solids were filtered out. The filtrate was concentrated under vacuum to afford 2.6 g (88.9%) of (5-methylpyridin-2-yl)methanol as light yellow oil. LC-MS: m/z=124[M+H]+.
References:
Auspex Pharmaceuticals, Inc.;ZHANG, Chengzhi US2018/79742, 2018, A1 Location in patent:Paragraph 0324; 0325
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