HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Bromopyridine → 6-Methyl-3-(pyridin-3-ylamino)-pyridine-2-carboxylic acid (4-methyl-thiazol-2-yl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Bromopyridine | HCID 12286 | — |
| Reactant | HCID 86607571 | HCID 86607571 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Product | 6-Methyl-3-(pyridin-3-ylamino)-pyridine-2-carboxylic acid (4-methyl-thiazol-2-yl)-amide | HCID 11537140 | — |
Reaction Steps
The title compound, was prepared in accordance with the general method of example 4, step 2 using 2-amino-4-methylthiazole instead of 2-chloro-4-aminopyridine to yield 6-Methyl-2-(4-methyl-thiazol-2-ylcarbamoyl)-pyridin-3-yl]-carbamic acid tert-butyl ester as a light yellow solid. MS (ISP): m/e=349.0 (M+H+). Boc-deprotection as described in example 4 step 3 yielded 3-Amino-6-methyl-pyridine-2-carboxylic acid (4-methyl-thiazol-2-yl)-amide as an off-white solid, MS (ISP): m/e=249.4 (M+H+). Palladium catalysed arylation with 3-Bromopyridine as described in example 4 step 4 yielded the final product as a yellow solid, MS (ISP): m/e=326.0 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07414060B2 |
| Source dataset | uspto-grants-2008_08 |
| ORD ID | ord-14498d3bbe6942c49bb7aeabdcafed4c |
| Source note | uspto-grants-2008_08 |