HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 58964253, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Fluorobenzoyl chloride | HCID 74376 | — |
| Reactant | HCID 58964318 | HCID 58964318 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58964253 | HCID 58964253 | 40% |
Reaction Steps
A mixture of 3-(4-bromo-2-methyl-2H-pyrazol-3-yl)-4-[2-((S)-3-fluoro-pyrrolidin-1-yl)-ethoxy]-phenylamine (76 mg, 0.2 mmol), 3-fluorobenzoyl chloride (32 mg, 0.22 mmol), triethylamine (0.3 mL) in THF (2 mL) was stirred at r.t. for 20 min. The solvent was concentrated in vacuo and the crude was purified by HPLC to give the title compound (40 mg, 40%) as a yellow solid as TFA salt. 1H NMR (DMSO-d6, 400 MHz) δ 1.98-2.10 (m, 2H), 2.90-3.45 (m, 6H), 3.68 (s, 3H), 4.28-4.30 (m, 1H), 4.39-4.42 (m, 1H), 5.28-5.42 (m, 1H), 7.28-7.31 (m, 1H), 7.44-7.49 (m, 1H), 7.57-7.63 (m, 1H), 7.67 (d, 1H), 7.73-7.82 (m, 3H), 7.94 (dd, 1H), 10.4 (s, 2H). Exact mass calculated for C23H23BrF2N4O2 504.1. found 505.5/507.5 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07884101B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-efd91e44a845432daec26766acbc870a |
| Source note | uspto-grants-2011_02 |