HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 11615162, compound → HCID 86628458, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 11615162 | HCID 11615162 | — |
| Reactant | N-(3-(3-bromophenyl)-3-hydroxypropyl)-2,2,2-trifluoroacetamide | HCID 57608426 | — |
| Product | HCID 86628458 | HCID 86628458 | — |
Reaction Steps
Sonogashira coupling of bromide 25 with 2-ethynylcyclohexanol followed by flash chromatography (5-50%-EtOAc/hexanes gradient), gave 2,2,2-trifluoro-N-(3-hydroxy-3-(3-((2-hydroxycyclohexyl)ethynyl)phenyl)propyl)acetamide as a yellow oil. Yield (1.9 g, 63%): 1H NMR (400 MHz, CDCl3) δ 7.39-7.41 (m, 1H), 7.23-7.36 (m, 4H), 4.84 (q, J=4.0 Hz, 1H), 3.62-3.72 (m, 1H), 3.50-3.57 (m, 1H), 3.34-3.44 (m, 1H), 2.38-2.46 (m, 1H), 2.18 (brs, 2H), 1.90-2.10 (m, 4H), 1.66-1.84 (m, 2H), 1.40-1.53 (m, 1H), 1.16-1.40 (m, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08299307B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-2546d2854d2a444b8f0d013a2907c441 |
| Source note | uspto-grants-2012_10 |