HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pivaloyl chloride → Methyl 2-chloro-4-fluoro-5-(pivalamidomethyl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pivaloyl chloride | HCID 62493 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methyl 5-(aminomethyl)-2-chloro-4-fluorobenzoate | HCID 86692267 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 2-chloro-4-fluoro-5-(pivalamidomethyl)benzoate | HCID 86692266 | 99.8% |
Reaction Steps
The title compound was prepared following the procedure described in step-2 of Intermediate-2 using methyl 5-(aminomethyl)-2-chloro-4-fluorobenzoate (180 mg, 0.83 mmol), DIPEA (321 mg, 2.49 mmol) and pivaloyl chloride (120 mg, 1.0 mmol) in CH2Cl2 (5 mL) to afford 250 mg of the title product. 1H NMR (300 MHz, DMSO-d6): δ 8.16 (t, 1H), 7.73 (d, J=6.9 Hz, 1H), 7.58-7.54 (d, J=10.2 Hz, 1H), 4.26-4.24 (d, J=5.7 Hz, 2H), 3.83 (s, 3H), 1.11 (s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09006257B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-0fd3e6b8883b4fb48c5c8a652c059998 |
| Source note | uspto-grants-2015_04 |