Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Glyoxylic Acid | HCID 760 | — |
| Edukt | N-(tert-Butoxycarbonyl)-4-chloro-L-phenylalanine | HCID 2734499 | — |
| Edukt | 1-isopropyl-3-(pyridin-4-yl)-1H-pyrazol-5-amine | HCID 67496076 | — |
| Produkt | Hydrochloric Acid | HCID 313 | 14% |
| Produkt | (S)-2-(3-(4-Chlorophenyl)-1-(1-isopropyl-3-(pyridin-4-yl)-1H-pyrazol-5-ylamino)-1-oxopropan-2-ylamino)acetic acid | HCID 67497229 | — |
Reaktionsschritte
This title compound was prepared starting from 29.B (169 mg, 0.84 mmol) and Boc-4-chloro L-phenylalanine (available from Chem-Impex International, Inc. (305 mg, 1.0 mmol) according the procedure described above for conversion of 17.B to 17.2, except that glyoxylic acid (1.0 equiv.) was used in the last step. After purification by preparative HPLC (5-40% CH3CN/water, 45 min), product fractions were collected, treated with 1.0 N HCl, and concentrated to provided 29 HCl salt as colorless solid (52 mg, 14%). MS ESI (positve.) m/e: 442.1 (M+H); 1H NMR (400 MHz, CD3OD) δ ppm 8.77 (d, J=7.04 Hz, 2H), 8.40 (d, J=7.04 Hz, 2H), 7.39-7.49 (m, 2H), 7.32-7.39 (m, 2H), 7.08 (s, 1H), 4.58 (dd, J=10.17, 5.87 Hz, 1H), 4.06 (s, 2H) 3.99 (quin, J=6.55 Hz, 1H), 3.49 (dd, J=13.30, 5.87 Hz, 1H), 3.23 (dd, J=13.30, 9.78 Hz, 1H), 2.32 (s, 1H), 1.38 (dd, J=10.96, 6.26 Hz, 6H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US08785468B2 |
|---|
| Quelldatensatz | uspto-grants-2014_07 |
|---|
| ORD ID | ord-4b9065554c9445e293687efc13e2cdfb |
|---|
| Quellennotiz | uspto-grants-2014_07 |
|---|
