HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,5-Dichloro-2-pyridinecarboxylic acid → (E)-3,5-Dichloro-N-(8-(hydroxymethyl)-9-methyl-6,7-dihydro-5H-benzo[7]annulen-2-yl)picolinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,5-Dichloro-2-pyridinecarboxylic acid | HCID 219989 | — |
| Reactant | (2-amino-9-methyl-6,7-dihydro-5H-benzo[7]annulen-8-yl)methanol | HCID 86685427 | — |
| Product | (E)-3,5-Dichloro-N-(8-(hydroxymethyl)-9-methyl-6,7-dihydro-5H-benzo[7]annulen-2-yl)picolinamide | HCID 86685436 | — |
Reaction Steps
In a manner similar to the procedure of step 3A, (E)-(2-amino-9-methyl-6,7-dihydro-5H-benzo[7]annulen-8-yl)methanol from preparation J was coupled with 3,5-dichloropicolinic acid to afford the titled compound of Step 45A. LCMS (M+H)+=375.2. 1H NMR (500 HMz, methanol-d4) δ 8.62 (d, J=2.0 Hz, 1H), 8.18 (d, J=2.1 Hz, 1H), 7.65 (d, J=2.1 Hz, 1H), 7.50 (dd, J=8.1, 2.3 Hz, 1H), 7.19 (d, J=8.2 Hz, 1H), 4.33 (s, 2H), 2.56 (t, J=7.0 Hz, 2H), 2.14 (s, 3H), 2.13-2.08 (m, 2H), 2.00-1.95 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08604024B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-55159d4d60b44363b82c360dcccaf1dc |
| Source note | uspto-grants-2013_12 |