HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,5-Dichloro-2-pyridinecarboxylic acid → N-(4'-Amino-5'-methylspiro[chroman-4,2'-imidazole]-6-yl)-3,5-dichloropicolinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,5-Dichloro-2-pyridinecarboxylic acid | HCID 219989 | — |
| Reactant | 5'-Methylspiro[chromane-4,2'-imidazole]-4',6-diamine | HCID 67979407 | — |
| Product | N-(4'-Amino-5'-methylspiro[chroman-4,2'-imidazole]-6-yl)-3,5-dichloropicolinamide | HCID 57385115 | 63.5% |
Reaction Steps
The title compound (59 mg, 62% yield) was prepared as described for Example 13a starting from 3,5-dichloropicolinic acid (45 mg, 0.23 mmol) and 5′-methylspiro[chroman-4,2′-imidazole]-4′,6-diamine (Intermediate 30, 54 mg, 0.23 mmol): 1H NMR (400 MHz, DMSO-d6) δ ppm 1.82-2.01 (m, 2H), 2.22 (s, 3H), 4.29-4.49 (m, 2H), 6.57 (s, 2H), 6.75-6.85 (m, 2H), 7.48-7.57 (m, 1H), 8.41 (d, 1H), 8.68 (d, 1H), 10.39 (s, 1H); MS (APCI+) m/z 404 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09248129B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-5676914db6574547ab90ea1654e1f6cc |
| Source note | uspto-grants-2016_02 |