Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 69289972 | HCID 69289972 | — |
| Solvent | Oxolane--water (1/1) | HCID 21881883 | — |
| Product | Trifluoroacetic acid | HCID 6422 | 0.05% |
| Product | HCID 23085251 | HCID 23085251 | — |
Reaction Steps
To a solution of 1-[5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-5-(1-isopropyl-piperidin-4-ylcarbamoyl)-1H-pyrrole-2-carboxylic acid methyl ester (example 10, 30 mg) in 5 mL of THF/water(3:1) was added LiOH (9 mg) The mixture was stirred for 2 h at 45° C. after which it was cooled to RT, acidified with TFA and concentrated. 1-[5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-5-(1-isopropyl-piperidin-4-ylcarbamoyl)-1H-pyrrole-2-carboxylic acid was obtained after preparative HPLC(CH3CN/H2O gradient+0.05% TFA) of the residue. MS (ESI+): m/e=477 [M+H]+, chloro pattern.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07465806B2 |
|---|
| Source dataset | uspto-grants-2008_12 |
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| ORD ID | ord-b9d536edc4c3497ba1396b13e4c16305 |
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| Source note | uspto-grants-2008_12 |
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