ChemicalBook CAS DataBase List Pyrrolo[2,3-d]pyrimidin-4-ol

Pyrrolo[2,3-d]pyrimidin-4-ol synthesis

8synthesis methods

Product Name:Pyrrolo[2,3-d]pyrimidin-4-ol
CAS Number:3680-71-5
Molecular formula:C6H5N3O
Molecular Weight:135.12

Pyrrolo[2,3-d]pyrimidin-4-ol is an important pharmaceutical intermediate. Pyrrolo[2,3-d]pyrimidin-4-ol can be synthesized by 7H-Pyrrolo[2,3-d]pyrimidine-4-ol and 6-Amino-5-(2,2-diethoxy-ethyl)-pyrimidin-4-ol.

6-Amino-5-(2,2-diethoxyethyl)pyrimidin-4-ol

7400-06-8
55 suppliers
$50.00/25mg

3680-71-5
398 suppliers
$6.00/1g

Yield:3680-71-5 60 mg (64%)

Reaction Conditions:

in hydrogenchloride;

Steps:

2 5.2.

6-Amino-5-(2,2-diethoxy-ethyl)-3H-pyrimidin-4-one (150 mg, 0.7 mmol) was dissolved in 5.0 mL of 1N HCl solution. The mixture was stirred at room temperature for 1 hour and the precipitate was filtered, washed with minimal amount of water and dried in a vacuum oven overnight to give 60 mg (64%) of 3,7-dihydro-pyrrolo[2,3-d]pyrimidin-4-one as a white solid. ¹H NMR (360 MHz, DMSO-d₆)δ 11.83 (s, 1H, NH), 1.75 (s, 1H, NH), 7.80 (s, 1H), 7.01 (dd, J=2.65, 3.21 Hz, 1H), and 6.42 (dd, J=2.09, 3.21 Hz, 1H). MS m/e 134 [M+1 ]⁺.

References:

US2002/183319,2002,A1