HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalyl chloride → HCID 71679714, 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 86692297 | HCID 86692297 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 71679714 | HCID 71679714 | 33.8% |
Reaction Steps
The title compound was prepared following the procedure described in Example-1 using N4-isopropyl-2-methylquinazoline-4,8-diamine (Intermediate-50, 30 mg, 0.14 mmol), 6-chloro-2-fluoro-3-(pivalamidomethyl)benzoic acid (Intermediate-2, 60 mg, 0.20 mmol), oxalyl chloride (38 mg, 0.30 mmol), DMF (1 drop) and DIPEA (77 mg, 0.60 mmol) in CH2Cl2 (2 mL) to afford 23 mg of the title product. 1H NMR (400 MHz, DMSO-d6): δ 10.16 (s, 1H), 8.65 (d, J=7.6 Hz, 1H), 8.12-8.01 (t, J=8.4 Hz, 1H), 7.92 (d, J=7.6 Hz, 1H), 7.43 (d, J=7.7 Hz, 1H), 7.41-7.35 (m, 3H), 4.57-4.52 (m, 1H), 4.30 (d, J=5.6 Hz, 2H), 2.44 (s, 3H), 1.25 (s, 3H), 1.24 (s, 3H), 1.13 (s, 9H); MS (m/z): 486.27 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09006257B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-e3b866852b6e44a6bd723c408b28cc28 |
| Source note | uspto-grants-2015_04 |