HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 66819097, compound → HCID 66821293, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 66819097 | HCID 66819097 | — |
| Reactant | 7-[2-(1H-indol-5-yloxy)-ethyl]-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester | HCID 66821083 | — |
| Product | HCID 66821293 | HCID 66821293 | 52% |
Reaction Steps
The title compound was synthesized from (2,3-dihydro-benzofuran-5-yl)-propynoic acid ethyl ester and 7-[2-(1H-indol-5-yloxy)-ethyl]-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester using the procedure described in Example 16, step (c1), in 52% yield as an E/Z mixture. 1H NMR (CDCl3) δ 7.31 (d, 1H, J=7.6 Hz), 7.18-7.01 (m, 4H), 6.94 (dd, 1H, J=3.5, 7.6 Hz), 6.82-6.71 (m, 3H), 6.56-6.48 (m, 1H), 6.10 (s, 0.6H), 6.00 (s, 0.4H), 4.62 (q, 2H, J=8.8 Hz), 4.39-4.35 (m, 2H), 4.13 (q, 0.8H, J=7.1 Hz), 3.98 (q, 1.2H, J=7.1 Hz), 3.76 (t, 2H, J=5.9 Hz), 3.23-3.14 (m, 4H), 2.73 (t, 2H, J=6.64 Hz), 1.95-1.89 (m, 2H), 1.52 (s, 9H), 1.21 (t, 1.2H, J=7.1 Hz), 1.00 (t, 1.8 Hz, J=7.1 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06855722B2 |
| Source dataset | uspto-grants-2005_02 |
| ORD ID | ord-4a2f52ee86884d63a657340ff6c14a47 |
| Source note | uspto-grants-2005_02 |