HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Chloro-4-iodobutane → 6-Chloro-2-(6-chloropyridin-3-yl)hexanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Chloro-4-iodobutane | HCID 82527 | — |
| Reactant | Sodium bis(trimethylsilyl)amide | HCID 2724254 | — |
| Reactant | 2-(6-Chloropyridin-3-yl)acetic acid | HCID 14071571 | — |
| Product | 6-Chloro-2-(6-chloropyridin-3-yl)hexanoic acid | HCID 58110161 | 51.1% |
Reaction Steps
Step AJ (1): 2-(6-Chloropyridin-3-yl)acetic acid (2.5 g, 14.57 mmol) was deprotonated with NaHMDS (1.0 M in THF, 29.1 mL, 29.1 mmol) and reacted with 1-chloro-4-iodobutane (1.78 mL, 14.6 mmol) using a procedure analogous to Step AC (1) to afford 6-chloro-2-(6-chloropyridine-3-yl)hexanoic acid (1.95 g, 51% yield). LC-MS (M−H)− 262.04.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08349880B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-a66bd0d19e004a9e8a5d94e9cc862026 |
| Source note | uspto-grants-2013_01 |