HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → [1-(6-Tert-butyl-2-chloropyridin-3-yl)ethyl]amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 6-Tert-butyl-2-chloropyridine-3-carbonitrile | HCID 53278876 | — |
| Reactant | [1-(6-Tert-butylpyridin-3-yl)ethyl]amine | HCID 67500288 | — |
| Reactant | HCID 178418689 | HCID 178418689 | — |
| Product | [1-(6-Tert-butyl-2-chloropyridin-3-yl)ethyl]amine | HCID 86621593 | — |
Reaction Steps
The title compound was synthesized according to the procedure described for the synthesis of [1-(6-tert-butylpyridin-3-yl)ethyl]amine starting from 6-tert-butyl-2-chloronicotinonitrile (intermediate 22) (2.0 g, 10.3 mmol), MeMgBr (18 ml, 25.7 mmol) and NaBH4 (970 mg, 25.7 mmol). The resulting material was used crude in the following coupling step. (Yield: 1.76 g, 79%) 1H NMR (400 MHz, CDCl3) δ ppm 1.34 (s, 9 H) 1.39 (d, J=6.64 Hz, 3 H) 4.47 (q, J=6.64 Hz, 1 H) 7.26 (d, J=8.01 Hz, 1 H) 7.78 (d, J=8.01 Hz, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08168668B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-399004a20c5e4f0897b62d08ec090617 |
| Source note | uspto-grants-2012_05 |