HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 137329924, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | 3,3,3-Trifluoropropionic acid | HCID 2777972 | — |
| Reactant | HCID 137329923 | HCID 137329923 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 137329924 | HCID 137329924 | 28.2% |
Reaction Steps
TBTU (2.09 g, 6.50 mmol) was added to a sol. of 2-[3-(tert-butyl-dimethyl-silanyloxymethyl)-4-chloro-phenyl]-ethylamine (1.30 g, 4.33 mmol), 3,3,3-trifluoropropionic acid (0.574 mL, 6.50 mmol) and DIPEA (2.97 mL, 17.3 mmol) in CH2Cl2 (43 mL). The mixture was stirred for 1 h, and CH2Cl2 was added. The mixture was washed with aq. sat. NH4Cl, aq. 10% Na2CO3 and brine. The org. layer was dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of the crude by FC (EtOAc/heptane 60:40) yielded the title compound (500 mg, 28%). LC-MS: tR=1.12 min; ES+: 410.14.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07799805B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-e3eeba6150b34a8caf8bc57c8b261543 |
| Source note | uspto-grants-2010_09 |