HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenylacetylene → HCID 24958599, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenylacetylene | HCID 10821 | — |
| Reactant | (S)-1-Phenyl-2-propyn-1-ol | HCID 6993954 | — |
| Reactant | HCID 73213267 | HCID 73213267 | — |
| Product | HCID 24958599 | HCID 24958599 | 67% |
Reaction Steps
Following the procedure as described in Example 10, making variations as necessary to replace phenylacetylene with (R)-1-phenyl-2-propyn-1-ol to react with 2-azido-N-benzyl-4-methylthiazole-5-carboxamide, the title compound was obtained as a white solid in 67% yield: mp 146-149° C. (ethyl acetate/hexanes); 1H NMR (300 MHz, CDCl3) δ 8.12 (s, 1H), 7.50-7.31 (m, 10H), 6.13-6.08 (m, 2H), 4.61 (d, J=6.0 Hz, 2H), 2.96 (d, J=3.0 Hz, 1H), 2.64 (s, 3H); 13C NMR (75 MHz, CDCl3) δ 160.8, 155.2, 152.9, 152.3, 140.9, 137.3, 128.8, 128.7, 128.2, 127.9, 127.7, 126.3, 124.5, 118.9, 68.9, 44.2, 17.2; MS (ES+) m/z 406.3 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08258160B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-6c37d42aacf8456cba0becafad24a3ec |
| Source note | uspto-grants-2012_09 |