HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalyl chloride → HCID 71679222, 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 86692287 | HCID 86692287 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 71679222 | HCID 71679222 | 8.9% |
Reaction Steps
The title compound was prepared following the procedure described in Example-1 using N4-(6-(trifluoromethyl)pyridin-3-yl)quinazoline-4,8-diamine (Intermediate-24, 150 mg, 0.49 mmol), 6-chloro-2-fluoro-3-(pivalamidomethyl)benzoic acid (Intermediate-2, 170 mg, 0.59 mmol), oxalyl chloride (112 mg, 0.89 mmol), DMF (1 drop) and DIPEA (190 mg, 1.47 mmol) in CH2Cl2 (5 mL) to afford 25 mg of the title product. 1H NMR (300 MHz, DMSO-d6): δ 10.68 (s, 1H), 10.36 (s, 1H), 9.23 (s, 1H), 8.83-8.80 (d, J=7.8 Hz, 1H), 8.75 (s, 1H), 8.69-8.65 (d, J=9.6 Hz, 1H), 8.37-8.34 (d, J=8.7 Hz, 1H), 8.16 (br t, 1H), 7.97-7.94 (d, J=8.7 Hz, 1H), 7.79 (t, 1H), 7.41-7.33 (m, 2H), 4.31-4.29 (d, J=5.4 Hz, 2H), 1.13 (s, 9H); MS (m/z): 575.18 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09006257B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-d389758f476a42ad8b18c1441fb386ed |
| Source note | uspto-grants-2015_04 |