HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pivaloyl chloride → Methyl 2-chloro-5-(pivalamidomethyl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pivaloyl chloride | HCID 62493 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methyl 5-(aminomethyl)-2-chlorobenzoate--hydrogen chloride (1/1) | HCID 66524840 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl 2-chloro-5-(pivalamidomethyl)benzoate | HCID 67971274 | 117.5% |
Reaction Steps
The title compound was prepared following the procedure described in step-2 of Intermediate-2 using methyl 5-(aminomethyl)-2-chlorobenzoate hydrochloride (1.80 g, 6.00 mmol), DIPEA (3.096 g, 2.4 mmol) and pivaloyl chloride (1.2 mL, 9.0 mmol) in THF (20 mL) to afford 2.0 g of the title product. 1H NMR (300 MHz, DMSO d6): 8.16 (m, 1H), 7.65 (s, 1H), 7.53 (d, J=8.4 Hz, 1H), 7.41 (d, J=8.4 Hz, 1H), 4.25 (d, J=5.7 Hz, 2H), 3.85 (s, 3H), 1.15 (s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09006257B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-c7f92b8771ea4b50b7d66da2f6c25668 |
| Source note | uspto-grants-2015_04 |