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ChemicalBook CAS DataBase List (2-PYRIDIN-3-YL-1,3-THIAZOL-4-YL)METHANOL
138745-99-0

(2-PYRIDIN-3-YL-1,3-THIAZOL-4-YL)METHANOL synthesis

2synthesis methods
184679-13-8 Synthesis
4-Thiazolecarboxaldehyde, 2-(3-pyridinyl)-

184679-13-8
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(2-PYRIDIN-3-YL-1,3-THIAZOL-4-YL)METHANOL

138745-99-0
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Yield:138745-99-0 31%

Reaction Conditions:

Stage #1: 2-(pyridin-3-yl)thiazole-4-carbaldehydewith sodium tetrahydroborate in tetrahydrofuran;methanol at 25; for 2 h;
Stage #2: with water;ammonium chloride in tetrahydrofuran;methanol;

Steps:

57.A

A solution containing the product from Example 19B (0.20 g, 1.05 mmol) in a mixture of THF (1.5 mL) and methanol (1.5 mL) was treated with NaBH4 (0.052 g, 1.37 mmol), stirred at 25° C. for 2 hours, quenched with saturated ammonium chloride solution and concentrated. The concentrate was partitioned between ethyl acetate and saturated NaHCO3. The organic phase was washed with brine and dried over MgSO4, filtered and concentrated to give the title compound (0.063 g, 31% yield).

References:

US2005/131017,2005,A1 Location in patent:Page/Page column 122

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