Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | HCID 86693502 | HCID 86693502 | — |
| Product | HCID 86693501 | HCID 86693501 | 80% |
Reaction Steps
A pressure tube containing a solution of ethyl 3-(difluoromethyl)-8-fluoro-9-iodo-3,4,5,6-tetrahydro-4,6-methanobenzo[3,4]cyclohepta[1,2-d]imidazole-2-carboxylate (11 mg, at 52% purity LCMS-UV215) in methanolic ammonia (5 mL of 7.0M ammonia in methanol) was warmed to 44° C. for 36 hr. Evaporation of the reaction mixture furnished the title compound (12 mg at 80% purity LCMS-UV215) as a colorless solid which was carried through to the next synthetic step without purification: 1H NMR (500 MHz, CDCl3) δ 1.70-1.16 (m, 2H), 2.95-3.02 (m, 2H), 3.59 (td, J=8.2, 3.5 Hz, 1H), 3.86-3.91 (m, 1H), 5.58 (br. s, 1H), 6.86 (d, J=8.6 Hz, 1H), 7.40 (br. s, 1H), 8.71 (d, J=6.6 Hz, 1H), 8.75 (t, J=58.6 Hz, 1H); M+H=434.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09034866B2 |
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| Source dataset | uspto-grants-2015_05 |
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| ORD ID | ord-60d9c5c8d0204329acf36a6ac21156a8 |
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| Source note | uspto-grants-2015_05 |
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