HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalyl chloride → HCID 71679880, 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 59533987 | HCID 59533987 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 71679880 | HCID 71679880 | 19% |
Reaction Steps
The title compound was prepared following the procedure described in Example-1 using N4,N4-dimethylquinazoline-4,8-diamine (Intermediate-54, 100 mg, 0.53 mmol), 6-chloro-2-fluoro-3-(pivalamidomethyl)benzoic acid (Intermediate-2, 184 mg, 0.64 mmol), oxalyl chloride (203 mg, 1.6 mmol), DMF (1 drop) and DIPEA (344 mg, 2.67 mmol) in CH2Cl2 (2 mL) to afford 46 mg of the title product. 1H NMR (400 MHz, DMSO-d6): δ10.43 (s, 1H), 8.70-8.68 (d, J=7.6 Hz, 1H), 8.50 (s, 1H), 8.14-8.11 (t, J=5.6 Hz, 1H), 7.95-7.93 (d, J=8.4 Hz, 1H), 7.51-7.47 (t, J=8.0 Hz, 1H), 7.41-7.39 (d, J=8.4 Hz, 1H), 7.36-7.32 (t, J=8.0 Hz, 1H), 4.31-4.29 (d, J=5.6 Hz, 2H), 3.35 (s, 3H), 3.31 (s, 3H), 1.13 (s, 9H); MS (m/z): 458.22 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09006257B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-7e3aa3ed00584351b75b21dcb497d64a |
| Source note | uspto-grants-2015_04 |