HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 5-amino-2-isopropyl-1,3-thiazole-4-carboxylate → 2-Isopropyl-5-(pyridin-3-ylamino)-thiazole-4-carboxylic acid (6-methyl-pyridin-2-yl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 5-amino-2-isopropyl-1,3-thiazole-4-carboxylate | HCID 58860584 | — |
| Reactant | 2-Isopropyl-5-(pyridin-3-ylamino)-thiazole-4-carboxylic acid | HCID 68406291 | — |
| Reactant | 2-Isopropyl-5-(pyridin-3-ylamino)-thiazole-4-carboxylic acid ethyl ester | HCID 68408462 | — |
| Product | 2-Isopropyl-5-(pyridin-3-ylamino)-thiazole-4-carboxylic acid (6-methyl-pyridin-2-yl)-amide | HCID 11501249 | — |
Reaction Steps
The title compound, MS (ISP): m/e=352.3 (M+H+), was prepared as for example 153, steps A to G. Step C was performed using isobutyryl chloride, and yielded cyano-isobutyrylamino-acetic acid ethyl ester, which was cyclized to 5-amino-2-isopropyl-thiazole-4-carboxylic acid ethyl ester in step D. This was used in step E to generate 2-isopropyl-5-(pyridin-3-ylamino)-thiazole-4-carboxylic acid ethyl ester, which was hydrolized to 2-isopropyl-5-(pyridin-3-ylamino)-thiazole-4-carboxylic acid in step F. Coupling as described in step G generated the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07678815B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-e9d63ae88bbb4537bc057d65d4a15bd7 |
| Source note | uspto-grants-2010_03 |