Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 7-Chloro-6-nitrothieno[3,2-b]pyridine | HCID 14207950 | — |
| Reactant | 1607592-18-6 | HCID 84071995 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 86717560 | HCID 86717560 | 56% |
Reaction Steps
A mixture of 7-chloro-6-nitrothieno[3,2-b]pyridine (229 mg, 1.07 mmol), (8-amino-1,4-dioxaspiro[4.5]dec-8-yl)methanol (240 mg, 1.28 mmol) and triethylamine (300 μL, 2 mmol) in isopropyl alcohol (3.5 mL) was stirred at 90° C. overnight. After cooling to room temperature, water was added, which caused more solids to form. The solids were filtered, washed with water, and dried to give 219 mg (56%) of the desired product. LCMS calculated for C16H20N3O5S (M+H)+: m/z=366.1. Found: 366.1. 1H NMR (300 MHz, CDCl3) δ 8.93 (s, 1H), 7.78-7.75 (m, 2H), 4.17 (s, 2H), 4.02-3.84 (m, 4H), 2.52 (d, J=13.3 Hz, 2H), 2.12-1.82 (m, 4H), 1.78-1.44 (m, 4H) ppm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09181271B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-9c6c4318895f4399b51b1e73f7d1b29e |
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| Source note | uspto-grants-2015_11 |
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