HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Octyne → tert-Butyl-2,2-dimethyl-5-((4-(3-(3-(2,2,2-trifluoroacetyl)-1H-indol-1-yl)prop-1-ynyl)phenyl)ethynyl)-1,3-dioxan-5-ylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Octyne | HCID 12370 | — |
| Reactant | 1,1-Dimethylethyl N-(5-ethynyl-2,2-dimethyl-1,3-dioxan-5-yl)carbamate | HCID 11514385 | — |
| Reactant | 5-Iodo-2-tritylisoindoline | HCID 66726248 | — |
| Reactant | 2,2,2-Trifluoro-1-(1-(3-(4-iodophenyl)prop-2-ynyl)-1H-indol-3-yl)ethanone | HCID 66726498 | — |
| Product | tert-Butyl-2,2-dimethyl-5-((4-(3-(3-(2,2,2-trifluoroacetyl)-1H-indol-1-yl)prop-1-ynyl)phenyl)ethynyl)-1,3-dioxan-5-ylcarbamate | HCID 131733934 | 90% |
Reaction Steps
When tert-butyl-5-ethynyl-2,2-dimethyl-1,3-dioxan-5-ylcarbamate was substituted for 1-octyne and the product of Step C was substituted for 5-iodo-2-tritylisoindoline in Example 2, Step D, the similar process afforded the title compound in 90% yield, as light yellow paste. 1H-NMR (CDCl3) 1.43 (s, 3H); 1.45 (s, 9H); 1.48 (s, 3H); 3.94-4.13 (m, 4H), 5.18 (s, 2H); 7.34-7.41 (m, 6H); 7.52-7.55 (m, 1H); 8.12 (b, 1H); 8.37-8.43 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181182B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-1ea14f8d602c414e9a854268904a7bf0 |
| Source note | uspto-grants-2015_11 |