ChemicalBook CAS DataBase List 3-(pyridin-2-ylamino)propanoic acid

3-(pyridin-2-ylamino)propanoic acid synthesis

6synthesis methods

Product Name:3-(pyridin-2-ylamino)propanoic acid
CAS Number:104961-64-0
Molecular formula:C8H10N2O2
Molecular Weight:166.18

504-29-0
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$5.00/5 g

141-32-2
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$18.12/100 mL

104961-64-0
47 suppliers
$155.00/100mg

Yield: 57%

Reaction Conditions:

Stage #1:2-aminopyridine;acrylic acid n-butyl ester with acetic acid;potassium hydroxide at 70;
Stage #2: with water;potassium hydroxide at 25;

Steps:

41.1; 42.1 Step 1. 3 -(pyridin-2 -ylamino)propanoic acid
Into a 250-mL round-bottom flask, was placed pyridin-2 -amine (4 g, 42.50 mmol, 1.00 equiv), AcOH (752 mg, 12.52 mmol, 0.52 equiv), butyl prop-2-enoate (3.7 g, 28.87 mmol, 1.20 equiv). The resulting solution was stirred overnight at 70 oC. Potassium hydroxide (3.37 g, 60.06 mmol, 2.50 equiv), water (10 mL) was added. The resulting solution was stirred overnight at 25°C. The resulting mixture was concentrated under vacuum. The resulting mixture was washed with DCM (200 mL x 6). The solids were filtered out. The filtrate was concentrated to give 4 g (57%) of 3 -(pyridin-2 -ylamino)propanoic acid as brown oil. MS (ES, m/z) [M+H]+: 167.

References:

THE ROCKEFELLER UNIVERSITY;PONDA, Manish P.;SELNICK, Harold;EGBERTSON, Melissa;BRESLOW, Jan L. WO2019/108565, 2019, A1 Location in patent:Paragraph 0274; 0275

55364-85-7 Synthesis