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CAS No. : | 1121-25-1 | MDL No. : | MFCD00082538 |
Formula : | C6H7NO | Boiling Point : | No data available |
Linear Structure Formula : | C5H3N(CH3)OH | InChI Key : | AQSRRZGQRFFFGS-UHFFFAOYSA-N |
M.W : | 109.13 | Pubchem ID : | 70719 |
Synonyms : |
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Chemical Name : | 2-Methylpyridin-3-ol |
Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | |
GHS Pictogram: |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
55% | 29a. 2-methyl-3-((1-t-Butoxycarbonyl-2-(S)-azetidinyl)methoxy)pyridine An ice-cooled solution of 1-t-butoxycarbonyl-2-(S)-azetidinemethanol (from Example 7b, 0.623 g, 3.33 mmol) was allowed to react with 2-methyl-3-hydroxypyridine (0.399 g, 3.66 mmol) under the conditions of Example 2a to yield the title compound (0.511 g, 55%). MS (DCI/NH3) m/e: 279 (M+H)+. 1 H NMR (CDCl3, 300 MHz) δ: 8.10 (dd, J=4.4, 1.5 Hz, 1H), 7.15-7.06 (m, 2H), 4.54-4.53 (m, 1H), 4.35-4.34 (m, 1M), 4.07 (dd, J=10.3, 2.6 Hz, 1H), 3.96-3.88 (m, 2H), 2.51 (s, 3H), 2.42-2.31 (m, 2H), 1.40 (s, 9H). | |
55% | 29a. 2-methyl-3-((1-t-Butoxycarbonyl-2-(S)-azetidinyl)methoxy)pyridine An ice-cooled solution of 1-t-butoxycarbonyl-2-(S)-azetidinemethanol (from Example 7b, 0.623 g, 3.33 mmol) was allowed to react with 2-methyl-3-hydroxypyridine (0.399 g, 3.66 mmol) under the conditions of Example 2a to yield the title compound (0.511 g, 55%). MS (DCI/NH3) m/e: 279 (M+H)+. 1 H NMR (CDCl3, 300 MHz) δ: 8.10 (dd, J=4.4, 1.5 Hz, 1H), 7.15-7.06 (m, 2H), 4.54-4.53 (m, 1H), 4.35-4.34 (m, 1H), 4.07 (dd, J=10.3, 2.6 Hz, 1H), 3.96-3.88 (m, 2H), 2.51 (s, 3H), 2.42-2.31 (m, 2H), 1.40 (s, 9H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
36% | 40a. 6-methyl-3-(N-t-Butoxycarbonyl-2-(S)-azetidinylmethoxy)pyridine An ice cooled solution of the compound from Example 7b (0.232 g, 1.24 mmol) was allowed to react with 3-hydroxy-2-methylpyridine (Aldrich, 0.142 g, 130 mmol) under the conditions of Example 2a, except that DEAD was replaced with di-t-butylazodicarbonate to yield the title compound (0.123 g, 36%) after purification on silica gel (ethyl acetate/hexane 2:1). MS (DCI/NH3) m/e: 279 (M+H)+. 1 H NMR (CDCl3,300 MHz) δ: 8.23-8.22 (d, J=2.6 Hz, 1H), 7.20 (dd, J=8.5, 3.0 Hz, 1H), 7.08 (d, J=8.5 Hz, 1H), 4.51-4.49 (m, 1H), 4.30-4.28 (m, 1H), 4.13 (dd, J=9.9,2.9 Hz, 1H), 3.89 (t, J=7.75 Hz, 2H), 2.51 (s, 3H), 2.37-2.28 (m, 2H), 1.41 (s, 9H). |
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