2-(2-bromo-1,3-thiazol-4-yl)acetic acid synthesis
- Product Name:2-(2-bromo-1,3-thiazol-4-yl)acetic acid
- CAS Number:62557-07-7
- Molecular formula:C5H4BrNO2S
- Molecular Weight:222.06
56355-79-4
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Yield:62557-07-7 87%
Reaction Conditions:
with water;sodium hydroxide in methanol at 20; for 2 h;
Steps:
1 Step 1: 2-(2-Bromo-1,3-thiazol-4-yl)acetic acid
Into a 100-mL round-bottom flask was placed ethyl 2-(2-bromo-1,3-thiazol-4- yl)acetate (500 mg, 2.00 mmol, Intermediate AH), sodium hydroxide (100 mg, 2.50 mmol), methanol (5 mL) and water (5 mL). The resulting solution was stirred for 2 h at room temperature. On completion, the resulting mixture was concentrated under vacuum. The reaction was then quenched by the addition of 20 mL of water. The resulting solution was washed with dichloromethane (3x20 mL). The pH of the aqueous layer was adjusted to 3 with hydrogen chloride (3 mol/L). The resulting solution was extracted with ethyl acetate (3x20 mL) and the organic layers combined and concentrated in vacuo. This resulted in 430 mg (87% yield) of 2-(2-bromo-1,3-thiazol-4-yl)acetic acid as a yellow solid.1H NMR (300 MHz, Methanol-d4) δ 7.42 (t, J = 0.8 Hz, 1H), 3.80 (d, J = 0.8 Hz, 2H).
References:
WO2018/106636,2018,A1 Location in patent:Paragraph 00311
1261589-82-5
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53266-94-7
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