HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pivaloyl chloride → Methyl 2-chloro-4-fluoro-3-(pivalamidomethyl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pivaloyl chloride | HCID 62493 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methyl 3-(aminomethyl)-2-chloro-4-fluorobenzoate | HCID 86692270 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 2-chloro-4-fluoro-3-(pivalamidomethyl)benzoate | HCID 86692269 | 81.7% |
Reaction Steps
The title compound was prepared following the procedure described in step-2 of Intermediate-2 using methyl 3-(aminomethyl)-2-chloro-4-fluorobenzoate (340 mg, 1.42 mmol), DIPEA (550 mg, 4.27 mmol) and pivaloyl chloride (204 mg, 1.7 mmol) in CH2Cl2 (5 mL) to afford 350 mg of the title product. 1H NMR (300 MHz, DMSO-d6): δ 7.81-7.74 (m, 2H), 7.36-7.30 (t, J=9.0 Hz, 1H), 4.39-4.37 (d, J=4.5 Hz, 2H), 3.85 (s, 3H), 1.06 (s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09006257B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-bbfd4163399c449292ae76c8e378f993 |
| Source note | uspto-grants-2015_04 |