HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 2-Benzothiazol-2-ylmethylpiperidin-1-yl-[5-(4-fluorophenyl)-2-methylthiazol-4-yl]-methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | 5-(4-Fluorophenyl)-2-methyl-1,3-thiazole-4-carboxylic acid | HCID 22324125 | — |
| Reactant | 2-Piperidin-2-ylmethylbenzothiazole | HCID 23146350 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Benzothiazol-2-ylmethylpiperidin-1-yl-[5-(4-fluorophenyl)-2-methylthiazol-4-yl]-methanone | HCID 23146343 | — |
Reaction Steps
2-Piperidin-2-ylmethylbenzothiazole, D30 (0.135 g), HATU (0.228 g), diisopropylethylamine (0.300 ml) and 5-(4-fluorophenyl)-2-methylthiazol-4-carboxylic acid (0.144 g) were dissolved in dry DMF and shaken at room temperature for 16 hours. The solvent was then evaporated and the residue partitioned between dichloromethane and brine. The organic layer was dried (MgSO4), evaporated and the residue chromatographed over silica gel. Elution with diethyl ether provided the title compound as a foam (220 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07928125B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-110ae2d6a77c4e95bfbeb321747b2d7d |
| Source note | uspto-grants-2011_04 |