HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclohexaneacetic acid → 2-cyclohexyl-N-[1-(3-{[4-(methyloxy)phenyl]amino)-1,2,4-triazin-6-yl)ethyl]acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclohexaneacetic acid | HCID 21363 | — |
| Reactant | 5-bromo-N-[1-(3-{[4-(methyloxy)phenyl]amino}-1,2,4-triazin-6-yl)ethyl]-2-thiophenecarboxamide | HCID 58711930 | — |
| Reactant | 6-(1-aminoethyl)-N-[4-(methyloxy)phenyl]-1,2,4-triazin-3-amine | HCID 58711999 | — |
| Product | 2-cyclohexyl-N-[1-(3-{[4-(methyloxy)phenyl]amino)-1,2,4-triazin-6-yl)ethyl]acetamide | HCID 58711949 | — |
Reaction Steps
In a similar manner as described for Intermediate 48, using 6-(1-aminoethyl)-N-[4-(methyloxy)phenyl]-1,2,4-triazin-3-amine (Intermediate 47) (100 mg, 0.41 mmol), and cyclohexylacetic acid (64 mg, 0.45 mmol), except that the reaction was stirred for 4 h and the crude reaction mixture reduced under vacuum, partitioned between dichloromethane and saturated sodium bicarbonate solution and the layers separated. The aqueous was re-extracted with dichloromethane and the combined organic layers washed with brine, dried with magnesium sulfate, filtered and reduced to give 2-cyclohexyl-N-[1-(3-{[4-(methyloxy)phenyl]amino}-1,2,4-triazin-6-yl)ethyl]acetamide (100 mg) as a yellow solid. MS m/z 370 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07462614B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-7962f0205e674bdca6e94f234e448667 |
| Source note | uspto-grants-2008_12 |