HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 3-Chloro-6-(pivalamidomethyl)picolinic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Ethyl 3-chloro-6-(pivalamidomethyl)picolinate | HCID 86692225 | — |
| Solvent | Methanol tetrahydrofuran water | HCID 21892291 | — |
| Product | 3-Chloro-6-(pivalamidomethyl)picolinic acid | HCID 86692226 | 82.7% |
Reaction Steps
The title compound was prepared following the procedure described in Step 3 of Intermediate-2 using ethyl 3-chloro-6-(pivalamidomethyl)picolinate (1.00 g, 3.35 mmol) in THF:MeOH:H2O (3:2:1; 6 mL) and NaOH (268 mg, 6.71 mmol) to afford 750 mg of the title product. 1H NMR (300 MHz, DMSO-d6): δ 13.85 (br s, 1H), 8.25 (br t, 1H), 7.99 (d, J=8.4 Hz, 1H), 7.29 (d, J=8.1 Hz, 1H), 4.32 (d, J=6.0 Hz, 2H), 1.19 (s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09006257B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-fa30a42fe7d64e17b5530bfa9b069480 |
| Source note | uspto-grants-2015_04 |