Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 67111470 | HCID 67111470 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 44601109 | HCID 44601109 | — |
Reaction Steps
A solution of methyl 3-(2-(3-fluoro-4-(5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridine-2-yl)phenyl)propan-2-ylamino)propanoate (0.067 g, 0.137 mmol) in tetrahydrofuran (1 mL) and methanol (0.5 mL) was added 1 M lithium hydroxide solution (0.4 mL, 0.4 mmol) and stirred at room temperature for 3 hours. The reaction mixture was concentrated in vacuo and the resulting slurry was diluted with water and neutralized (to pH=˜7) with aqueous 1 N HCl solution. The aqueous suspension was extracted with 15% MeOH/CHCl3; the organic extracts were combined, dried (K2CO3), filtered, and concentrated in vacuo to give a crude golden yellow solid (˜0.040 g). Trituration with MeOH afforded the title compound as an off-white amorphous solid. MS (ESI) m/z: Calculated: 475.5; Observed: 476.1 (M++1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07842685B2 |
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| Source dataset | uspto-grants-2010_11 |
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| ORD ID | ord-dad70ee5d95548af922293458dda20f7 |
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| Source note | uspto-grants-2010_11 |
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