HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(Trifluoromethyl)benzoic acid → HCID 91334299, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-(Trifluoromethyl)benzoic acid | HCID 9963 | — |
| Reactant | N,N-Diethyl-2-propanamine | HCID 521913 | — |
| 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 | HCID 131726907 | HCID 131726907 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 91334299 | HCID 91334299 | — |
Reaction Steps
To a solution of tert-butyl(1R,3R,4S)-4-amino-3-((S)-1-hydroxy-2-methylpropyl)cyclohexylcarbamate (300 mg, 1.05 mmol) in DMF (10 mL) was charged with 3-(trifluoromethyl)benzoic acid (330 mg, 1.26 mmol), N,N-diethylisopropylamine (0.2 mL, 1.26 mmol), and HATU (480 mg, 1.26 mmol). The reaction was stirred for 16 h at RT and then partitioned between EtOAc and sat. NaHCO3; the aqueous phase was back extracted with EtOAc. The organic phases were combined, washed with brine, dried (Na2SO4), filtered, and concentrated in vacuo to afford tert-butyl(1R,3R,4S)-3-((S)-1-hydroxy-2-methylpropyl)-4-(2-(3-(trifluoromethyl)benzamido)acetamido)cyclohexylcarbamate. MS found: (M+H)+=516.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07378409B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-dfdf6152a6094b7c8ab7b1cd54cdc885 |
| Source note | uspto-grants-2008_05 |