HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalyl chloride → HCID 86692295, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 6-Chloro-2-fluoro-3-(pivalamidomethyl)benzoic acid | HCID 58483374 | — |
| Reactant | HCID 71678384 | HCID 71678384 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86692295 | HCID 86692295 | 39.4% |
Reaction Steps
The title compound was prepared following the procedure described in Example-1 using 4-(4-fluoro-3-(trifluoromethyl)phenoxy)quinazolin-8-amine (Intermediate-45, 60 mg, 0.18 mmol), 6-chloro-2-fluoro-3-(pivalamidomethyl)benzoic acid (Intermediate-2, 80 mg, 0.27 mmol), oxalyl chloride (52 mg, 0.41 mmol), DMF (1 drop) and DIPEA (70 mg, 0.54 mmol) in CH2Cl2 (2 mL) to afford 42 mg of the title product. 1H NMR (300 MHz, DMSO-d6): δ 10.93 (s, 1H), 8.91 (d, J=7.8 Hz, 1H), 8.80 (s, 1H), 8.17 (d, J=7.2 Hz, 2H), 7.96 (t, 1H), 7.85 (m, 2H), 7.69 (t, J=9.6 Hz, 1H), 7.37 (m, 2H), 4.31 (d, J=5.4 Hz, 2H), 1.14 (s, 9H); MS (m/z): 593.10 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09006257B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-253454f8f4604d7b9c21f08b14057579 |
| Source note | uspto-grants-2015_04 |