HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 58864195, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| 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 58864166 | HCID 58864166 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane methanol | HCID 21226129 | — |
| Product | HCID 58864195 | HCID 58864195 | — |
Reaction Steps
To a solution of (2S)-2-[[[4-(2-amino-7-chloro-4-quinolinyl)-1-piperazinyl]carbonyl]amino]-propanoic acid (˜30 mg), 4-fluoroanaline (0.03 mL, 0.32 mmol), Et3N (0.14 mL, 0.35 mmol) in DMF (2 mL) was added HATU (133 mg, 0.35 mmol) at rt. After stirring at rt overnight, the reaction mixture was poured into ice-water. The crude solid was obtained by filtration and re-dissolved in CH2Cl2-MeOH, dried over Na2SO4. Concentration in vacuo followed by preparative TLC(CH2Cl2-MeOH-Et3N, 9:1:1%) afforded the title product as a light yellow powder. LC-MS: 471 (M++1). 1H NMR (DMSO-d6): δ 1.30 (d, 3H), 3.00 (br.s, 4H), 3.58 (m, 4H), 4.28 (m, 1H), 6.26 (s, 1H), 6.60 (br.s, 2H), 6.30 (d, 1H), 7.16 (m, 3H), 7.40 (d, 1H), 7.63 (dd, 2H), 7.75 (d, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07220856B2 |
| Source dataset | uspto-grants-2007_05 |
| ORD ID | ord-fdb36b2f79524763aacb30d5c2ff19a4 |
| Source note | uspto-grants-2007_05 |