HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalyl chloride → HCID 71679713, 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 71678381 | HCID 71678381 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 71679713 | HCID 71679713 | 13.7% |
Reaction Steps
The title compound was prepared following the procedure described in Example-1 using 2-methyl-4-(3-(trifluoromethyl)phenoxy)quinazolin-8-amine (Intermediate-49, 150 mg, 0.47 mmol), 6-chloro-2-fluoro-3-(pivalamidomethyl)benzoic acid (Intermediate-2, 200 mg, 0.71 mmol), oxalyl chloride (135 mg, 1.07 mmol), DMF (1 drop) and DIPEA (182 mg, 1.41 mmol) in CH2Cl2 (6 mL) to afford 38 mg of the title product. 1H NMR (300 MHz, DMSO-d6): δ 10.65 (s, 1H), 8.99 (d, 1H), 8.12 (m, 2H), 7.84-7.74 (m, 4H), 7.41 (m, 2H), 4.32 (d, 2H), 2.50 (s, 3H), 1.14 (s, 9H); MS (m/z): 589.20 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09006257B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-89c985cb81034190a2c549b4643533e6 |
| Source note | uspto-grants-2015_04 |