HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → tert-butyl N-(4-(chloromethyl)pyridin-2-yl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 2-(Boc-amino)-4-(hydroxymethyl)pyridine | HCID 23151001 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | tert-butyl N-(4-(chloromethyl)pyridin-2-yl)carbamate | HCID 21068467 | — |
Reaction Steps
tert-butyl (4-(hydroxymethyl)pyridin-2-yl)carbamate (600 mg, 2.679 mmol) was first treated with SOCl2 (3 ml) in CH2Cl2 (5 ml) at rt for 2 hrs. The solvent was removed to get a crude tert-butyl (4-(chloromethyl)pyridin-2-yl)carbamate. Then following General Procedure A, the title compound (667 mg, 68%) was prepared from 2-amino-4-chlorobenzenethiol (641 mg, 4.019 mmol), K2CO3 (1.8 g, 13.39 mmol) in DMF (20 ml).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08822530B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-8f0ab008eb4043bd9a2383e29d6b05ca |
| Source note | uspto-grants-2014_09 |