HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 4-(phenylthio)-3-({3-[4-(pyridin-2-ylamino)butyl]-1,2,4-oxadiazol-5-yl}methyl)butanoic Acid Trifluoroacetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Tert-butyl 4-(phenylthio)-3-({3-[4-(pyridin-2-ylamino)butyl]-1,2,4-oxadiazol-5-yl}methyl)butanoate | HCID 21927896 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(phenylthio)-3-({3-[4-(pyridin-2-ylamino)butyl]-1,2,4-oxadiazol-5-yl}methyl)butanoic Acid Trifluoroacetate | HCID 69590503 | 99% |
Reaction Steps
The product from step 3 (50.4 mg, 0.10 mmoles) was stirred at RT in 1:1 mix of TFA and dichloromethane (2 mL) for 30 min. The solvent was removed under reduced pressure to give the product 56.2 mg (99%). 1H NMR (CD3OD) δ 7.84–7.79 (m, 2 H), 7.39–7.35 (m, 2 H), 7.32–7.26 (m, 2 H), 7.22–7.17 (t, 1 H), 6.95 (d, 1 H), 6.82 (t, 1 H), 3.37 (t, 2 H), 3.22–3.02 (series of m, 4 H), 2.81 (t, 2 H), 2.65–2.57 (series of m, 2 H), 2.49 (t, 1 H), 1.92–1.82 (series of m, 2 H), 1.80–1.72 (series of m, 2 H); MS (ESI+) for C22H26N4O3S m/z 427 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07119098B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-50549af7716a4ea18204a2dd884082b5 |
| Source note | uspto-grants-2006_10 |