HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 178488306, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | HCID 178488305 | HCID 178488305 | — |
| Product | HCID 178488306 | HCID 178488306 | 13% |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
Sodium azide (33 mg, 0.51 mmol) and ammonium chloride (27 mg, 0.51 mmol) was added to a solution of 10a-(4-methoxyphenyl)-7-(1H-tetrazol-5-yl)-2,3,10,10a-tetrahydro-1H,5H-imidazo[1,2-a]pyrrolo[1,2-d]pyrazin-5-one (150 mg, 0.43 mmol) in DMF and heated in a sealed tube at 120° C. for 16 hours. The reaction mixture was concentrated and purified by flash chromatography to give 10a-(4-methoxyphenyl)-1-[(3-methyl-1,2-oxazol-4-yl)carbonyl]-7-(1H-tetrazol-5-yl)-2,3,10,10a-tetrahydro-1H,5H-imidazo[1,2-a]pyrrolo[1,2-d]pyrazin-5-one (75) as a white solid (28 mg, yield 13%). Compounds 145 and 146 were similarly prepared using General Method A: Route (c) as follows.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09163029B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-a64352f1454a4b16b2dc4ca5f006f844 |
| Source note | uspto-grants-2015_10 |