Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 4-Chlorophenol | HCID 4684 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 44611780 | HCID 44611780 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59153099 | HCID 59153099 | 77% |
Reaction Steps
{(R)-4-[(3-Chloro-4-fluoro-benzenesulfonyl)-methyl-amino]-4,5,6,7-tetrahydro-indazol-1-yl}-acetic acid ethyl ester (24 mg, 0.058 mmol), sodium hydride (60% dispersed in mineral oil, 11.6 mg) and 4-chlorophenol (0.52 mg, 0.40 mmol) were dissolved in N,N-dimethylformamide (2 mL). After being heated in a microwave oven at 100° C. for 15 minutes, the resulting mixture was acidified with acetic acid to pH 5, and filtered through a glass funnel. The precipitate was purified by preparative HPLC to afford ((R)-4-{[3-chloro-4-(2-chloro-phenoxy)-benzenesulfonyl]-methyl-amino}-4,5,6,7-tetrahydro-indazol-1-yl)-acetic acid ethyl ester (24 mg, 77%) as a white powder. MS cald. for C24H25Cl2N3O5S 537, obsd. (ESI+) [(M+H)+]: 538.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08138208B2 |
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| Source dataset | uspto-grants-2012_03 |
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| ORD ID | ord-eb07d4d4c9434c61b5f6a28ff90a03f3 |
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| Source note | uspto-grants-2012_03 |
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