HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-[1-[4-(4-cyanobenzamido)benzyl]-1H-indazol-3-yl]acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | ethyl 2-[1-[4-(4-cyanobenzamido)benzyl]-1H-indazol-3-yl]acetate | HCID 90449130 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-[1-[4-(4-cyanobenzamido)benzyl]-1H-indazol-3-yl]acetic acid | HCID 71571938 | 60.9% |
Reaction Steps
Ethyl 2-[1-[4-(4-cyanobenzamido)benzyl]-1H-indazol-3-yl]acetate (121 mg, 0.276 mmol) was dissolved in tetrahydrofuran (20 mL), and in an ice bath 10 mL aqueous solution dissolving lithium hydroxide monohydrate (58 mg, 1.38 mmol) was added. It was reacted at room temperature for 3 h, and the reaction was monitored to be complete by TLC. Water was added into the system, and adjusted to pH≈3-4 with diluted hydrochloric acid. A solid precipitated, which was filtered and dried, and the resulting solid was recrystallized from ethyl acetate to obtain a white solid 69 mg, at a yield of 60.9%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09233098B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-0ed1b08dabfd4c84a3bff5da2000a622 |
| Source note | uspto-grants-2016_01 |