Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 69557815 | HCID 69557815 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 69557311 | HCID 69557311 | 79% |
Reaction Steps
A mixture of 66 mg (0.129 mmol) of [[2-(methylthio)-5-(aminooxoacetyl)-6-ethyl-7-[[3-(trifluoromethyl)phenyl]-methyl]-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy]acetic acid methyl ester and 10 mL of methanol was treated with 0.10 mL of 2 M sodium hydroxide and stirred at reflux for 4 hours. The reaction was cooled to ambient temperature. The product precipitated upon addition of 1 M HCl and was collected by filtration. The solids were dried in vacuo to provide 50 mg (79%) of [[2-(methylthio)-5-(aminooxoacetyl)-6-ethyl-7-[[3-(trifluoromethyl)phenyl]methyl]-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy]acetic acid as a solid. nmr (300 MHz, dmso-d6) δ0.99 (t, 3H), 2.36 (s, 3H), 2.82 (q, 2H), 4.86 (s, 2H), 5.62 (s, 2H), 6.48 (d, 1H), 7.51 (m, 2H), 7.64 (s, 1H), 7.84 (d 1H), 8.05 (s, 1H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06384041B1 |
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| Source dataset | uspto-grants-2002_05 |
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| ORD ID | ord-851b32cd694242df85eb1d35d29cf051 |
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| Source note | uspto-grants-2002_05 |
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