HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → (4-Methoxy-phenyl)-[5-(4-methoxy-phenyl)thiazol-2-yl]-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Thioureidoanisole | HCID 667549 | — |
| Reactant | Thiourea | HCID 2723790 | — |
| Reactant | [5-(4-Methoxy-phenyl)-thiazol-2-yl]-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-amine | HCID 11188635 | — |
| Product | (4-Methoxy-phenyl)-[5-(4-methoxy-phenyl)thiazol-2-yl]-amine | HCID 11266955 | — |
Reaction Steps
The title compound is prepared as described in Example 3 for [5-(4-methoxy-phenyl)-thiazol-2-yl]-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-amine but using (4-methoxy-phenyl)-thiourea. After addition of the thiourea and subsequent heating to reflux, the reaction mixture is allowed to cool to RT. DIEA (2.0 equiv) is added and the resulting mixture is heated to reflux for 70 min. Purification of the crude product by silica gel (40 g) column chromatography (CH2Cl2/Et2O, 95/5) affords the title compound as a beige solid: ES-MS: 312.9 [M+H]+; single peak at tR=7.66 min (System 1); Rf=0.11 (CH2Cl2/MeOH, 95/5).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07795288B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-334cbc4250d34130b05740b1826aca95 |
| Source note | uspto-grants-2010_09 |