| Identification | Back Directory | [Name]
6-Amino-5-(2,2-diethoxyethyl)pyrimidin-4-ol | [CAS]
7400-06-8 | [Synonyms]
NSC 59250
Tofacitinib Impurity 203
6-Amino-5-(2,2-diethoxyethyl)
6-Amino-5-(2,2-diethoxyethyl)pyrimidin-4-ol
6-aMino-5-(2,2-diethoxyethyl)pyriMidin-4(3H)-one
6-AMino-5-(2,2-diethoxyethyl)-4(3H)-pyriMidinone
6-amino-5-(2,2-diethoxyethyl)-1H-pyrimidin-4-one
4(3H)-PyriMidinone, 6-aMino-5-(2,2-diethoxyethyl)-
6-aMino-5-(2,2-diethoxyethyl)-1,4-dihydropyriMidin-4-
one | [Molecular Formula]
C10H17N3O3 | [MDL Number]
MFCD02094191 | [MOL File]
7400-06-8.mol | [Molecular Weight]
227.26 |
| Chemical Properties | Back Directory | [Melting point ]
193-196°C | [Boiling point ]
336.0±52.0 °C(Predicted) | [density ]
1.26±0.1 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
Methanol (Slightly) | [form ]
Solid | [pka]
10.08±0.50(Predicted) | [color ]
Off-White |
| Hazard Information | Back Directory | [Chemical Properties]
White Crystals With a Greenish Cast | [Synthesis]
Step i: 6-Amino-5-(2,2-diethoxyethyl)-2-mercapto-4-hydroxypyrimidine (11.6 mmol) [for preparation, see Davoll, J., J. Chem. Soc., 1960, pp131-138] was dissolved in a solvent mixture of water (150 mL) and aqueous ammonia solution (9 mL) and heated to 90°C. Raney Nickel suspension was added to the reaction mixture in batches (2-3 mL at a time) until TLC and LC/MS analysis showed that the reaction was complete. The reaction mixture was cooled to room temperature, filtered through a diatomaceous earth pad and the filter cake was washed with water (2 x 25 mL). The combined aqueous filtrates were freeze-dried to afford 6-amino-5-(2,2-diethoxyethyl)-4-hydroxypyrimidine as an off-white powder in a yield of 2.23 g (85%).LC/MS: RT = 1.37 min; m/z = 182 [M-EtOH + H]+ . Total run time was 3.75 min.1H NMR (DMSO-d6): δ 1.07 (t, 6H); 3.40 (m, 2H); 3.59 (m, 2H); 4.56 (t, 1H); 6.07 (br s, 2H); 7.70 (s, 1H); 11.43 (br s, 1H). | [References]
[1] Patent: WO2007/104944, 2007, A1. Location in patent: Page/Page column 43
[2] Patent: WO2006/46023, 2006, A1. Location in patent: Page/Page column 123
[3] Patent: WO2008/75109, 2008, A1. Location in patent: Page/Page column 112
[4] Patent: WO2006/46024, 2006, A1. Location in patent: Page/Page column 118
[5] Patent: WO2007/125321, 2007, A2. Location in patent: Page/Page column 116 |
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