Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | HCID 69003415 | HCID 69003415 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 57804248 | HCID 57804248 | 74% |
Reaction Steps
4-[(R)-3-(4-Phenoxy-phenoxy)-pyrrolidin-1-yl]-butyric acid methyl ester (200 mg, 0.563 mmol) was taken into 7N Ammonia in methanol solution (5 mL) in a pressure tube. The tube was sealed and heated to 100° C. with stirring and left to react for 48 h. The reaction was concentrated to dryness, and purified by flash silica chromatography (20:1 silica ratio, eluted with a gradient of 10% methanol in dichloromethane to 15% methanol in dichloromethane) to provide the title product (141 mg, 74%); LCMS; m/z 341 (M+1); 1H NMR (400 MHz, DMSO) δ 1.62-1.68 (m, 2H), 1.75-1.78 (m, 1H), 2.06-2.10 (m, 2H), 2.22-2.25 (m, 1H), 2.35-2.43 (m, 3H), 2.59-2.68 (m, 2H), 2.80-2.84 (m, 1H), 4.80-4.83 (m, 1H), 6.69 (s, 1H), 6.89-6.93 (m, 4H), 6.94-6.98 (m, 2H), 7.05-7.09 (m, 1H), 7.24 (s, 1H), 7.32-7.36 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07576102B2 |
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| Source dataset | uspto-grants-2009_08 |
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| ORD ID | ord-e21e49317bee4fb4a0ff2c343d6757c8 |
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| Source note | uspto-grants-2009_08 |
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