HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-(3-Methoxyprop-1-ynyl)-2-phenylthiazole-4-carboxylic acid → 5-(3-methoxyprop-1-ynyl)-2-phenyl-N-(2-(6-(pyrrolidin-1-ylmethyl)thiazolo[5,4-b]pyridin-2-yl)phenyl)thiazole-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-(3-Methoxyprop-1-ynyl)-2-phenylthiazole-4-carboxylic acid | HCID 58551883 | — |
| Reactant | 2-(6-(Pyrrolidin-1-ylmethyl)thiazolo[5,4-b]pyridin-2-yl)aniline | HCID 58551888 | — |
| Product | 5-(3-methoxyprop-1-ynyl)-2-phenyl-N-(2-(6-(pyrrolidin-1-ylmethyl)thiazolo[5,4-b]pyridin-2-yl)phenyl)thiazole-4-carboxamide | HCID 46245048 | 30% |
Reaction Steps
The title compound was prepared according to amide synthesis general method A, utilizing 2-(6-(pyrrolidin-1-ylmethyl)thiazolo[5,4-b]pyridin-2-yl)aniline and 5-(3-methoxyprop-1-ynyl)-2-phenylthiazole-4-carboxylic acid. The product was isolated using workup 2 and purified by silica gel chromatography (gradient 0 to 10% methanol in CH2Cl2) followed by recrystallization from MeOH to give the title compound (111 mg, 30% yield). MS Calcd for C31H27N5O2S2: 565.16. Found (M+H)+ m/z=566.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08492401B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-4862709448e14888af1822b71f577d56 |
| Source note | uspto-grants-2013_07 |