1,5-Dihydropyrrolo[3,2-a]pyrimidine-2,4-dion
- Product Name
- 1,5-Dihydropyrrolo[3,2-a]pyrimidine-2,4-dion
- CAS No.
- 65996-50-1
- Chemical Name
- 1,5-Dihydropyrrolo[3,2-a]pyrimidine-2,4-dion
- Synonyms
- 1,5-dihydro-pyrrolo[3,2-a]pyri;5H-Pyrrolo[3,2-d]pyriMidine-2,4-diol;1-Pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione;1,5-DIHYDROPYRROLO[3,2-A]PYRIMIDINE-2,4-DION;1,5-DIHYDRO-PYRROLO[3,2-D]PYRIMIDINE-2,4-DIONE;1,5-DIHYDRO-PYRROLO[3,2-A]PYRIMIDINE-2,4-DIONE;1H,2H,3H,4H,5H-pyrrolo[3,2-d]pyriMidine-2,4-dione;1,5-Dihydro-2H-pyrrolo[3,2-d]pyrimidine-2,4(3H)-dione;1H-Pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione (7CI, 9CI, ACI)
- CBNumber
- CB3300013
- Molecular Formula
- C6H5N3O2
- Formula Weight
- 151.12
- MOL File
- 65996-50-1.mol
1,5-Dihydropyrrolo[3,2-a]pyrimidine-2,4-dion Property
- Melting point:
- >360 °C(Solv: water (7732-18-5))
- Density
- 1.516±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- form
- powder to crystal
- pka
- 11.32±0.20(Predicted)
- color
- White to Light yellow to Light orange
N-Bromosuccinimide Price
- Product number
- D5183
- Product name
- 1,5-Dihydropyrrolo[3,2-d]pyrimidine-2,4-dione
- Packaging
- 1G
- Price
- $491
- Updated
- 2025/07/31
- Product number
- D454680
- Product name
- 1,5-Dihydropyrrolo[3,2-a]pyrimidine-2,4-dione
- Packaging
- 5g
- Price
- $2475
- Updated
- 2021/12/16
- Product number
- CHM0017414
- Product name
- 1,5-DIHYDRO-PYRROLO[3,2-D]PYRIMIDINE-2,4-DIONE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $2598.75
- Updated
- 2021/12/16
- Product number
- FD22043
- Product name
- 1,5-Dihydropyrrolo[3,2-a]pyrimidine-2,4-dione
- Packaging
- 5G
- Price
- $3071.3
- Updated
- 2021/12/16
- Product number
- CHM0017414
- Product name
- 1,5-DIHYDRO-PYRROLO[3,2-D]PYRIMIDINE-2,4-DIONE
- Purity
- 95.00%
- Packaging
- 5G
- Price
- $3349.5
- Updated
- 2021/12/16
1,5-Dihydropyrrolo[3,2-a]pyrimidine-2,4-dion Chemical Properties,Usage,Production
Uses
1,5-Dihydropyrrolo[3,2-a]pyrimidine-2,4-dion is used for the preparation of pyrazolopyrimidine derivatives or analogs thereof as CCR4 function modulators.
Synthesis
116705-41-0
65996-50-1
General procedure for the synthesis of 1H-pyrrolo[2,3-d]pyrimidine-2,4(3H,7H)-dione from (E)-6-(2-(dimethylamino)vinyl)-5-nitropyrimidine-2,4(1H,3H)-dione: (E)-6-(2-(dimethylamino)vinyl)-5-nitropyrimidine-2,4(1H,3H)-dione (1 g, 4.4 mmol) was dissolved in freshly prepared glacial acetic acid (50 mL) and stirred to form a slurry. Under stirring, zinc powder (stabilized, 1g per batch, 2g total) was added in two batches with an interval of 1 hour. The reaction mixture was stirred overnight and the color of the slurry was observed to change gradually from yellow to light yellow to off-white. After completion of the reaction, the mixture was filtered and the filtrate was concentrated under vacuum to obtain a brown slurry. The product was separated from the brown slurry by ethanol precipitation to give a white solid (0.6 g, 89.8% yield). The spectral data of the product were consistent with those reported in the literature.1H NMR (400 MHz, DMSO-d6): δ 5.82-5.83 (t, 1H, J=2.28 Hz), 7.12-7.13 (t, 1H, J=2.72 Hz, J=2.96 Hz), 10.57 (s, 1H), 10.74 (s, 1H), 11.82 (s. 1H).13C NMR (400 MHz, DMSO-d6): δ 96.5, 110.9, 127.4, 135.1, 152.0, 156.3.
References
[1] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 15, p. 4354 - 4363
[2] Patent: US2016/257696, 2016, A1. Location in patent: Paragraph 0068
[3] Patent: WO2009/62258, 2009, A1. Location in patent: Page/Page column 98
[4] ChemMedChem, 2018, vol. 13, # 2, p. 178 - 185
1,5-Dihydropyrrolo[3,2-a]pyrimidine-2,4-dion Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 1,5-Dihydropyrrolo[3,2-a]pyrimidine-2,4-dion manufacturers
- Product
- 1,5-Dihydropyrrolo[3,2-a]pyrimidine-2,4-dion 65996-50-1
- Price
- US $1.00/KG
- Min. Order
- 1G
- Purity
- 99%
- Supply Ability
- 100KG
- Release date
- 2018-08-13