5-iodopyrimidin-2-amine
2-Amino-5-iodopyrimidine
CAS: 1445-39-2
Molecular Formula: C4H4IN3
5-iodopyrimidin-2-amine - Names and Identifiers
| Name | 2-Amino-5-iodopyrimidine |
| Synonyms | 5-iodopyrimidin-2-amine 5-Iodo-2-pyrimidinamine 2-Amino-5-iodopyrimidine 2-PyriMidinaMine,5-iodo- 2-AMINO-5-IODOPYRIMIDINE Amine-5-Iodopyrimidin, 2- 5-Iodo-pyriMidin-2-ylaMine 5-Iodopyrimidin-2-amine, 2-Amino-5-iodo-1,3-diazine |
| CAS | 1445-39-2 |
| EINECS | 625-750-1 |
| InChI | InChI=1/C4H4IN3/c5-3-1-7-4(6)8-2-3/h1-2H,(H2,6,7,8) |
5-iodopyrimidin-2-amine - Physico-chemical Properties
| Molecular Formula | C4H4IN3 |
| Molar Mass | 221 |
| Density | 2.204±0.06 g/cm3(Predicted) |
| Melting Point | 219 °C |
| Boling Point | 364.9±34.0 °C(Predicted) |
| Flash Point | 174.5°C |
| Vapor Presure | 1.63E-05mmHg at 25°C |
| pKa | 2.08±0.10(Predicted) |
| Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
| Sensitive | Light Sensitive |
| Refractive Index | 1.719 |
5-iodopyrimidin-2-amine - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R41 - Risk of serious damage to eyes R37/38 - Irritating to respiratory system and skin. R22 - Harmful if swallowed |
| Safety Description | S37/39 - Wear suitable gloves and eye/face protection S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S39 - Wear eye / face protection. |
| WGK Germany | 3 |
5-iodopyrimidin-2-amine - Reference Information
| Introduction | 2-amino-5-iodopyrimidine is a cream to brown crystalline powder with a density of 2.204g/cm3, boiling Point: 364.9°C at 760 mmHg, Melting Point: 219°C, Flash point: 174.5°C. |
| Use | 2-amino-5-iodopyrimidine is a pharmaceutical intermediate. |
| preparation | 2-amino-5-iodopyrimidine can be prepared from 2-aminopyrimidine, prepared after iodination. It has been reported in the literature to be useful in the preparation of CDK4/6 inhibitors. Add 2-aminopyrimidine (2.4g, 25 mmol, 1.0 equiv) and iodine (2.7g, 10.7 mmol, 0.43 equiv) to 60 ml of glacial acetic acid, additional periodic acid (0.86G, 3.76 mmol, 0.15 equiv) and a solution of 0.5 of concentrated sulfuric acid in 3 ml of water were then added. The reaction system was heated to 80 degrees under nitrogen for 24 hours. The reaction solution was then poured into saturated aqueous sodium thiosulfate solution until the solution was clear and extracted with dichloromethane (200 ml× 3). The mixed organic phase was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure, 2-amino-5-iodopyrimidine (1.4g, 22.2% yield) was obtained as a white solid after silica gel column chromatography. LCMS(ESI):m/Z 222[M 1]. |
Last Update：2024-04-09 15:16:45
