HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 178473416, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | HCID 178497304 | HCID 178497304 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 178473416 | HCID 178473416 | 61.6% |
Reaction Steps
Methyl 3-hydroxy-1H-indazole-6-carboxylate (1.6 g, 8.3 mmol) was suspended in pyridine (10 mL). Ethyl chloroformate (1.0 mL, 10 mmol) was added slowly and the reaction was allowed to stir at room temperature for 2 hours. The reaction was poured into water (65 mL) and cooled in a refrigerator for 4 hours. The resulting brown precipitate was collected by filtration, rinsed with water, and dried under vacuum to give the title compound (1.35 g, 61%) as a beige solid. +ESI (M+H) 265.0; 1H NMR (400 MHz, CDCl3, δ): 8.80 (d, J=6.0 Hz, 1H), 8.01 (dd, J=8.2, 1.2 Hz, 1H), 7.88 (d, J=8.6 Hz, 1H), 4.60 (q, J=7.0 Hz, 2H), 3.98 (s, 3H), 1.57 (t, J=7.1 Hz, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08993586B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-b3fc7a459d2c4d5c8367cf51f30d1c72 |
| Source note | uspto-grants-2015_03 |