HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalyl chloride → HCID 71679393, 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 86692293 | HCID 86692293 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 71679393 | HCID 71679393 | 17.7% |
Reaction Steps
The title compound was prepared following the procedure described in Example-1 using 4-ethoxyquinazolin-8-amine (Intermediate-38, 140 mg, 0.80 mmol), 6-chloro-2-fluoro-3-(pivalamidomethyl)benzoic acid (Intermediate-2, 323 mg, 1.12 mmol), oxalyl chloride (141 mg, 1.12 mmol), DMF (1 drop) and DIPEA (310 mg, 2.40 mmol) in CH2Cl2 (4 mL) to afford 65 mg of the title product. 1H NMR (300 MHz, DMSO-d6): δ 10.75 (s, 1H), 8.79 (m, 2H), 8.13 (t, 1H), 7.91 (d, J=8.4 Hz, 1H), 7.69 (t, 1H), 7.36-7.31 (m, 2H), 4.62 (m, 2H), 4.29 (d, J=6.0 Hz, 2H), 1.44 (t, J=7.5 Hz, 3H), 1.12 (s, 9H); MS (m/z): 459.20 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09006257B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-649233f7d3084d2f985853996fdca905 |
| Source note | uspto-grants-2015_04 |