HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Ethynylcyclopentanol → 2,2,2-trifluoro-N-(3-hydroxy-3-(3-((1-hydroxycyclopentyl)ethynyl)phenyl)propyl)-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Ethynylcyclopentanol | HCID 87074 | — |
| Reactant | N-(3-(3-bromophenyl)-3-hydroxypropyl)-2,2,2-trifluoroacetamide | HCID 57608426 | — |
| Product | 2,2,2-trifluoro-N-(3-hydroxy-3-(3-((1-hydroxycyclopentyl)ethynyl)phenyl)propyl)-acetamide | HCID 86628474 | — |
Reaction Steps
Sonogashira reaction of bromide 25 with 1-ethynylcyclopentanol yielded 2,2,2-trifluoro-N-(3-hydroxy-3-(3-((1-hydroxycyclopentyl)ethynyl)phenyl)propyl)-acetamide as brown oil. Yield (0.55 g, 55%): 1H NMR (400 MHz, CDCl3) δ 7.41 (s, 1H), 7.28-7.35 (m, 3H), 4.85-4.87 (m, 1H), 3.66-3.70 (m, 1H), 3.38-3.44 (m, 1H), 2.41 (bs, 1H), 1.76-2.08 (m, 10H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08299307B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-12b3002f106448bba12a851b4c8e5683 |
| Source note | uspto-grants-2012_10 |