Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Thiourea | HCID 2723790 | — |
| Reactant | HCID 67112027 | HCID 67112027 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 44601108 | HCID 44601108 | — |
Reaction Steps
To a solution of 2-chloro-N-(2-(3-fluoro-4-(5-(1-phenylcyclopropyl)-thiazolo[5,4-b]pyridine-2-yl)phenyl)propan-2-yl)acetamide (0.51 g, 1.0 mmol) in ethanol (10 mL) and acetic acid (2 mL) was added thiourea (0.12 g, 1.58 mmol). The reaction mixture was heated to reflux for 18 hours. The reaction mixture was diluted with CH2Cl2 and washed with saturated NaHCO3 solution and brine. The organic layer was dried (MgSO4), filtered, and concentrated in vacuo. ISCO purification with 1% to 10% MeOH/CH2Cl2 afforded a crude crop of the desired product. Trituration with CH2Cl2 afforded 2-(3-fluoro-4-(5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridine-2-yl)phenyl)-propan-2-amine as a white amorphous solid. MS (ESI) m/z: Calculated: 403.2; Observed: 404.1 (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-aec24e8d17a1467fa0f49a5241ddf4a1 |
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| Source note | uspto-grants-2010_11 |
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