HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Ethyl 1-(2,4-dimethoxybenzyl)-7-(2-(s)-hydroxymethyl-azetidin-1-yl)-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Ethyl 7-chloro-1-(2,4-dimethoxybenzyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate | HCID 13937202 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Ethyl 1-(2,4-dimethoxybenzyl)-7-(2-(s)-hydroxymethyl-azetidin-1-yl)-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylate | HCID 69026965 | — |
Reaction Steps
A mixture of EXAMPLE 1B (1.6 g), (S)-(2-hydroxymethyl)azetidine hydrochloride (660 mg), and diisopropylethylamine (4 mL) in acetonitrile (25 mL) at 25° C. was stirred for 3.5 days, treated with water, and filtered. The filtrant was flash chromatographed on silica gel with 9:1 dichloromethane/methanol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07632946B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-437f736ff63743348067c80cffed08ef |
| Source note | uspto-grants-2009_12 |