Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dietylaminopropin | HCID 20010 | — |
| Reactant | HCID 67349569 | HCID 67349569 | — |
| Product | HCID 67349886 | HCID 67349886 | 27.4% |
Reaction Steps
Prepared from N-(4-fluorophenyl)-N-(4-(2-iodothieno[3,2-b]pyridin-7-yloxy)phenyl)cyclopropane-1,1-dicarboxamide (155 mg, 0.24 mmol) and N,N-diethylprop-2-yn-1-amine (24 mg, 0.21 mmol) according to the procedure for Example 6, Step B. The crude product was purified on a Horizon reverse phase using Biotage 12M C18 column. The crude was loaded to the samplet with EtOAc and dried under vacuum. Product eluted at 55-75% acetonitrile and was obtained as a white powder (32 mg, 24%). 1H NMR (CDCl3, 400 MHz) δ 9.58 (s, 1H), 8.94 (s, 1H), 8.46 (d, J=5 Hz, 1H), 7.61 (d, J=8.6 Hz, 2H), 7.54 (s, 1H), 7.47 (m, 2H), 7.14 (d, J=9.0 Hz, 2H), 7.03 (t, J=8.6 Hz, 2H), 6.55 (d, J=5 Hz, 1H), 3.70 (s, 2H), 2.65 (q, J=7, 14 Hz, 4H), 1.71 (m, 4H), 1.13 (t, J=7.4 Hz, 6H) (350 mg, 31%). LRMS (ESI pos) m/e 557 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08003662B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-853540457bfb4647a4388337310f6e10 |
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| Source note | uspto-grants-2011_08 |
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