HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 67059565, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Dithionite | HCID 24489 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 57612659 | HCID 57612659 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 67059565 | HCID 67059565 | 70.6% |
Reaction Steps
To 48 mg (0.11 mmol) of 2-(1H-benzo[d]imidazol-1-yl)-5-nitro-6-phenyl-N-(tetrahydro-2H-pyran-4-yl)pyrimidin-4-amine in 10 mL THF was added a solution of 300 mg Na2S2O4 and 100 mg NaHCO3 in 30 mL of water, followed by 2 mL of methanol. The reaction mixture was stirred at room temperature (HPLC monitoring). Upon completion of the reaction, the mixture was diluted with 70 mL of ethyl acetate, the layers were separated, and the aqueous layer extracted with ethyl acetate. The combined organic layers were washed with brine, dried (anhydrous MgSO4), and the solvent removed in vacuo to give 30 mg (68% yield) of desired product, which was used in the next step without further purification. MS (EI) m/z 387.4 (MH)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07902187B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-23ea8826bc99475dba508ad307626149 |
| Source note | uspto-grants-2011_03 |