Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | HCID 24810383 | HCID 24810383 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 24810340 | HCID 24810340 | — |
Reaction Steps
Ammonia gas was bubbled into a suspension of 4-chloro-3-{5-[4-(4-methoxy-benzyl)-5-methyl-4H-[1,2,4]triazol-3-yl]-2-methyl-phenoxymethyl}-thieno[3,2-c]pyridine-7-carboxylic acid ethyl ester (0.330 g; 0.59 mmol) (from Example 58 supra) in 2-propanol (20 mL) for 15-20 minutes. The mixture was then heated in a microwave reactor at 140° C. for 90 minutes. The reaction mixture was concentrated and the residue was purified by flash chromatography (120 g column; 4% methanol in dichloromethane followed by a gradient to 40% methanol) to give 4-amino-3-{5-[4-(4-methoxy-benzyl)-5-methyl-4H-[1,2,4]triazol-3-yl]-2-methyl-phenoxymethyl}-thieno[3,2-c]pyridine-7-carboxylic acid ethyl ester (0.263 g; 96% pure; 78.72%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07932390B2 |
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| Source dataset | uspto-grants-2011_04 |
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| ORD ID | ord-c7ccc10486cc448087885a785f995c79 |
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| Source note | uspto-grants-2011_04 |
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