HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methoxyacetic Acid → HCID 10200973, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methoxyacetic Acid | HCID 12251 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | HCID 10268315 | HCID 10268315 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 10200973 | HCID 10200973 | 83.8% |
Reaction Steps
A solution of the pyrazole of Example 13 (53 mg, 0.161 mmol), 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide hydrochloride (34 mg, 0.178 mmol) and 4-(dimethylamino)pyridine (22 mg, 0.178 mmol) in dichloromethane (1 ml) was added to a stirred solution of methoxyacetic acid (14.2 μL, 0.178 mmol) in dichloromethane (1 ml) at room temperature. The reaction was stirred for 12 hours and then concentrated under a stream of nitrogen to leave a yellow solid. The crude product was purified by flash column chromatography on silica gel eluting with dichloromethane:methanol (98:2, by volume) to provide the title compound (54 mg) as a brown solid, m.p. 75-76° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063044B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-fc35e791c3074900ba4b6b6500edac8d |
| Source note | uspto-grants-2011_11 |