HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 117818873, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Nitro-1H-pyrrolo[3,2-b]pyridine | HCID 57613640 | — |
| Reactant | 4-(Chloromethyl)-6-methoxy-5-methylpyrimidine | HCID 73425097 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 117818873 | HCID 117818873 | 33% |
Reaction Steps
To a stirred suspension of 3-Nitro-1H-pyrrolo[3,2-b]pyridine (25b) (0.5 g, 3.04 mmol) and K2CO3 (0.5 g, 9.12 mmol) in DMF (10 mL) was added 4-(chloromethyl)-6-methoxy-5-methylpyrimidine (0.7 g, 6.09 mmol) and the resulting mixture was stirred for 16 h at room temperature. Then the reaction mixture was poured in to water (50 mL) and extracted with dichloromethane (2×50 mL). The combined organic layer was washed with brine and the solvent was evaporated under reduced pressure to yield 1-((6-methoxy-5-methylpyrimidin-4-yl)methyl)-3-nitro-1H-pyrrolo[3,2-b]pyridine (25c) [300 mg (33%)] as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09163020B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-376ca9cdce474da3a1659c1939a8a31b |
| Source note | uspto-grants-2015_10 |