Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 20138741 | HCID 20138741 | — |
| Reactant | HCID 136375607 | HCID 136375607 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 136384761 | HCID 136384761 | 57.4% |
Reaction Steps
A mixture of Example 34B (52.2 mg, 0.110 mmol) and the product of Example 100A (94.6 mg, 0.55 mmol) in dichloromethane (5 mL) was treated with triethylamine (66.5 mg, 0.658 mmol). The mixture was stirred at rt for 15 minutes. The reaction mixture was partitioned between dichloromethane and 1N hydrochloric acid, and the aqueous phase extracted with additional dichloromethane. The organic phase was dried (MgSO4), filtered, and concentrated in vacuo. The residue was purified by HPLC to give the title compound (36.3 mg, 57%). 1H NMR (300 MHz, DMSO-d6) δ 0.41 (s, 2 H) 0.69 (d, J=6.62 Hz, 3 H) 0.72 (d, J=6.62 Hz, 3 H) 0.88 (t, J=7.54 Hz, 3 H) 1.33 m, 2 H) 1.57 (s, 3 H) 2.04 m, 1 H) 2.14 (q, J=7.35 Hz, 2 H) 2.25 (m, J=13.97, 3.31 Hz, 1 H) 7.48 (dd, J=9.01, 2.39 Hz, 1 H) 7.54 (m, J=8.27, 3.86 Hz, 1 H) 7.59 (d, J=2.21 Hz, 1 H) 7.71 (d, J=8.82 Hz, 1 H) 7.76 (d, J=3.68 Hz, 2 H) 8.16 (d, J=8.09 Hz, 1 H) 10.94 (s, 1 H) 11.98 (s, 1 H) 13.80 (s, 1 H).). MS (ESI+) m/z 575.2 (M+H)+, 592.2 (M+NH4)+, (ESI−).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07378414B2 |
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| Source dataset | uspto-grants-2008_05 |
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| ORD ID | ord-00267c12b1c04adfb68ab98a796bd59c |
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| Source note | uspto-grants-2008_05 |
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