HuagongsheHuagongshe Chemistry Print Report · For research reference only
Formic Acid → HCID 178463823, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Formic Acid | HCID 284 | — |
| Reactant | 1,2-Diaminocyclohexane | HCID 4610 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | Cesium fluoride | HCID 25953 | — |
| Reactant | HCID 57488496 | HCID 57488496 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Product | HCID 178463823 | HCID 178463823 | — |
Reaction Steps
The compound was synthesized according to method 6 starting from tert-butyl (R)-1-(4-(diethylamino)phenyl)-2-hydroxyethylcarbamate (0.500 g, 21.623 mmol), thionyl chloride (0.95 mL, 12.98 mmol, 4-bromol, 2-diamino benzene (219 mg, 1.175 mmol), cesium fluoride (324 mg, 2.136 mmoles) and copper iodide (30 mg, 0.160 mmoles), 1,2-diaminocyclohexane (0.02, 0.1602 mmoles), formic acid (5 mL). Yield: 0.05 g (0.6%). MS m/z 351.4 (M+H)+; 1H-NMR (400 MHz, DMSO-d6): δ 12.44 (d, 1H); 8.17 (d, 1H); 7.56-7.13 (m, 5H); 6.55 (d, 2H); 5.54 (t, 1H); 4.75 (t, 1H); 4.09 (t, 1H); 3.39-3.20 (m, 4H); 1.23-0.98 (m, 6H), HPLC (λ=214 nm, [A]: rt 6.04 min (97.7%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09173885B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-5adf3b0825f541da83d61f32fe67a562 |
| Source note | uspto-grants-2015_11 |