HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tert-Butylamine → HCID 86629450, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tert-Butylamine | HCID 6385 | — |
| Reactant | Ethyl 4,6-dichloropyridine-3-carboxylate | HCID 600045 | — |
| Product | HCID 86629450 | HCID 86629450 | 60% |
Reaction Steps
A solution of ethyl 4,6-dichloronicotinate (10 g, 45.7 mmol) in tert-butylamine (100 mL) was stirred at 50° C. for 10 h. The solvent was removed under reduced pressure and the residue was suspended in H2O and extracted with EtOAc (3×100 mL). The organics were washed with brine, dried (MgSO4), concentrated in vacuo and purified by silica gel chromatography to provide ethyl 4-(tert-butylamino)-6-chloronicotinate (7 g, 60% yield). 1HNMR (400 MHz, DMSO-d6): δ 8.53 (s, 1 H), 8.39 (s, 1 H), 6.80 (s, 1 H), 4.25 (d, J=7.2 Hz, 2H), 1.37 (s, 9 H), 1.27 (t, J=7.2 Hz, 3 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07897762B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-881a090f15f6467793d35028ef98d44a |
| Source note | uspto-grants-2011_03 |