HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 53246981, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | ethyl 2-(3-cyano-2-cyclopentyl-5-methyl-4-(2-(pyrrolidin-1-ylsulfonyl)benzyl)-1H-pyrrol-1-yl)acetate | HCID 53246146 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 53246981 | HCID 53246981 | 97% |
Reaction Steps
General procedure I was followed using ethyl 2-(3-cyano-2-cyclopentyl-5-methyl-4-(2-(pyrrolidin-1-ylsulfonyl)benzyl)-1H-pyrrol-1-yl)acetate (747 mg, 1.55 mmol) and lithium hydroxide monohydrate (130 mg, 3.09 mmol) in tetrahydrofuran (9.3 mL), methanol (3.1 mL), and water (3.1 mL). The product 2-(3-cyano-2-cyclopentyl-5-methyl-4-(2-(pyrrolidin-1-ylsulfonyl)benzyl)-1H-pyrrol-1-yl)acetic acid (685 mg, 1.50 mmol, 97% yield) was isolated as a tan solid. 1H NMR (400 MHz, CDCl3) δ (ppm): 7.99 (dd, 1H), 7.42 (ddd, 1H), 7.31 (dd, 1H), 7.00 (d, 1H), 4.65 (s, 2H), 4.30 (s, 2H), 3.32-3.36 (m, 4H), 2.94 (m, 1H), 1.87-2.04 (m, 13H, composite of multiple shifts), 1.59-1.70 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08674115B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-9b985362368d4715a592fde74955cfce |
| Source note | uspto-grants-2014_03 |