HuagongsheHuagongshe Chemistry Print Report · For research reference only
N,N,N',N'-Tetramethylazodicarboxamide → [Rac]-2-{6-[2-methyl-5-(4-trifluoromethoxy-phenyl)-2h-pyrazol-3-ylmethoxy]-indol-1-yl}-propionic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N,N,N',N'-Tetramethylazodicarboxamide | HCID 4278 | — |
| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | {1-methyl-3-[4-(trifluoromethoxy)phenyl]-1H-pyrazol-5-yl}methanol | HCID 44818672 | — |
| Reactant | [Rac]-2-(6-hydroxy-indol-1-yl)-propionic acid ethyl ester | HCID 68826438 | — |
| Product | [Rac]-2-{6-[2-methyl-5-(4-trifluoromethoxy-phenyl)-2h-pyrazol-3-ylmethoxy]-indol-1-yl}-propionic acid ethyl ester | HCID 69282790 | — |
Reaction Steps
In analogy to the procedure described for example 3 c], [rac]-2-(6-hydroxy-indol-1-yl)-propionic acid ethyl ester (J. E. D. Barton, D. Cartwright, C. J. Mathews, Brit. UK Pat. Appl. (1992), GB 2253848 A1) was reacted with [2-methyl-5-(4-trifluoromethoxy-phenyl)-2H-pyrazol-3-yl]-methanol (example 11 d]) in the presence of N,N,N′,N′-tetramethyl azodicarboxamide and tributylphosphine to give [rac]-2-{6-[2-methyl-5-(4-trifluoromethoxy-phenyl)-2H-pyrazol-3-ylmethoxy]-indol-1-yl}-propionic acid ethyl ester as colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07265149B2 |
| Source dataset | uspto-grants-2007_09 |
| ORD ID | ord-789e6102f0f342ca8e4f040e1f0f0da1 |
| Source note | uspto-grants-2007_09 |