HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalyl chloride → HCID 71679878, 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 86692299 | HCID 86692299 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 71679878 | HCID 71679878 | 17.3% |
Reaction Steps
The title compound was prepared following the procedure described in Example-1 using 4-isopropoxyquinazolin-8-amine (Intermediate-52, 100 mg, 0.49 mmol), 6-chloro-2-fluoro-3-(pivalamidomethyl)benzoic acid (Intermediate-2, 184 mg, 0.64 mmol), oxalyl chloride (87 mg, 0.69 mmol), DMF (1 drop) and DIPEA (571 mg, 1.48 mmol) in CH2Cl2 (5 mL) to afford 40 mg of the title product. 1H NMR (400 MHz, DMSO-d6): δ 10.73 (s, 1H), 8.78 (s, 1H), 8.76 (s, 1H), 8.15-8.12 (t, J=5.2 Hz, 1H), 7.87 (d, J=8.4 Hz, 1H), 7.69-7.65 (t, J=8.0 Hz, 1H), 7.37 (d, J=8.4 Hz, 1H), 7.32-7.28 (t, J=8.0 Hz, 1H), 5.60-5.54 (m, 1H), 4.28 (d, J=6.0 Hz, 2H), 1.42 (d, J=6.0 Hz, 6H), 1.11 (s, 9H); MS (m/z): 473.11 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09006257B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-60c21054d30b4ec9b7cfcae52eae8ea7 |
| Source note | uspto-grants-2015_04 |