Propanamide, N-(4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethyl-

Product Name: Propanamide, N-(4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethyl-
CAS No.: 137281-08-4
Chemical Name: Propanamide, N-(4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethyl-
Synonyms: N-(4-Oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-2-yl);N-(4-hydroxy-1H-pyrrolo[2,3-d]pyrimidin-2-yl)pivalamide;N-(4-Oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyriMidin-2-yl)pivalaMide;N-(4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)pivalamide;2,2-dimethyl-N-(4-oxo-1,7-dihydropyrrolo[2,3-d]pyrimidin-2-yl)propanamide;N-(4-Oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropanamide;N-(4,7-Dihydro-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropanamide;Propanamide, N-(4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethyl-;N-(4-Hydroxy-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropionamide, 2-(2,2-dimethylpropionyl)amino-4-hydroxypyrrolo[2,3-d]pyrimidine
CBNumber: CB01509306
Molecular Formula: C11H14N4O2
Formula Weight: 234.25
MOL File: 137281-08-4.mol

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Propanamide, N-(4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethyl- Property

storage temp.: 2-8°C

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

AK Scientific

Product number: 6565AA
Product name: N-(4-Oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-2-yl)pivalamide
Packaging: 250mg
Price: $143
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: CHM0237505
Product name: N-(4-HYDROXY-7H-PYRROLO[2,3-D]PYRIMIDIN-2-YL)PIVALAMIDE
Purity: 95.00%
Packaging: 5MG
Price: $502.74
Updated: 2021/12/16

Chemenu

Product number: CM127320
Product name: N-(4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)pivalamide
Purity: 95%+
Packaging: 5g
Price: $838
Updated: 2021/12/16

Crysdot

Product number: CD11270345
Product name: N-(4-Oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-2-yl)pivalamide
Purity: 97%
Packaging: 5g
Price: $1089
Updated: 2021/12/16

Chemenu

Product number: CM127320
Product name: N-(4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)pivalamide
Purity: 95%+
Packaging: 10g
Price: $1295
Updated: 2021/12/16

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Propanamide, N-(4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethyl- Chemical Properties,Usage,Production

Synthesis

1538-75-6

7355-55-7

137281-08-4

The general procedure for the synthesis of N-(4,7-dihydro-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropanamide from pivalic anhydride and 2-amino-4-hydroxypyrrolo[2,3-d]pyrimidine was as follows: firstly, a pivaloylation reaction was carried out on the 2-amino portion of the pyrrolo[2,3-b]pyrimidine 8 to give compound 9 in the yield of 95%. This step is designed to decrease the polarity and increase the solubility of the compound. The product 9 can be precipitated directly by adding hexane and ethyl acetate (5:1, v/v) to the reaction mixture.Subsequently, Mannich reaction was carried out on compound 9 to give compound 10 in 70-80% yield. During this process, a buffer was formed using KOAc to stabilize the pH of the phosphate protecting groups. Next, compound 10 was converted to compound 11 in 90% yield by a Pd-catalyzed debenzylation reaction. None of the above steps required chromatographic purification. For compound 10, acetone was added and filtered after removing the solvent, and the filtrate was distilled to give a semi-solid crude 10, which can be used directly in the next step of the reaction. For compound 11, after filtration to remove the Pd/C and evaporation of the solvent, the resulting residue was washed with acetone to give the pure product 11. Compound 11a was analyzed by HMBC spectroscopy and three JCH signals and two JCH signals were observed (not shown). To determine the regioselectivity of the Mannich reaction, compound 11a was analyzed by NOESY and HMBC. Weak NOE signals between N7-H and 6'-H were observed, possibly due to quadrupolar N7-H and 3J(C4-H5) signals in NOESY and 3J(C5 or C9-H3 or H7) signals observed in HMBC (not shown), and these results confirmed that compound 11a has an aminomethyl substitution at the 6-position.

References

[1] Patent: WO2017/31176, 2017, A1. Location in patent: Page/Page column 83-84

Propanamide, N-(4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethyl- Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Propanamide, N-(4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethyl- manufacturers

Career Henan Chemical Co

Product: Propanamide, N-(4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethyl- 137281-08-4
Price: US $1.00/KG
Min. Order: 1KG
Purity: ≥98%
Supply Ability: 200kg
Release date: 2019-08-30

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137281-08-4