HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(2-Azido-1,1-difluoro-ethyl)-5-methyl-pyridine → 2-Pyridineethanamine, beta,beta-difluoro-5-methyl-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(2-Azido-1,1-difluoro-ethyl)-5-methyl-pyridine | HCID 57722724 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-Pyridineethanamine, beta,beta-difluoro-5-methyl- | HCID 57722715 | 0.1% |
Reaction Steps
A solution of 2-(2-Azido-1,1-difluoro-ethyl)-5-methyl-pyridine (2.46 g, 12.42 mol), as prepared in the previous step, in EtOAc (150 mL) was treated with 2.46 g, 10 wt. % Pd—C under a H2 atmosphere. After 24 h, the reaction was filtered through Celite and the filtrate concentrated to afford the product as a clear yellow oil (1.85 g, 10.76 mmol, 86% crude yield). 1H NMR (300 Hz, CDCl3) δ 8.48 (s, 1H), 7.61 (m, 2H), 3.42 (t, J=14.2 Hz), 2.39 (s, 3H); LC/MS (m/z) [M+1]+ 173.0 (calculated for C8H11F2N2, 173.2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07550474B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-50152bd0c64d4214847c3e040722ec2a |
| Source note | uspto-grants-2009_06 |