Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | 2-Methoxy-1-propanol, (2S)- | HCID 642402 | — |
| Reactant | Ethyl 6-chloronicotinate | HCID 2799611 | — |
| Product | HCID 59354913 | HCID 59354913 | 67% |
Reaction Steps
The title compound was synthesized as described for Intermediate example I-81 in 67% yield starting from ethyl 6-chloronicotinate and (s)-(+)-2-methoxypropanol. The reduction was performed using 3 equiv of lithium hydroxide while heating to 75° C. for 3 h. The final aqueous solution was extracted with ethyl acetate in order to collect the product; 1H NMR (400 MHz, CD3OD) δ ppm 8.77 (d, 1 H), 8.21 (dd, 1 H), 6.87 (d, 1 H), 4.27-4.40 (m, 2 H), 3.69-3.81 (m, 1 H), 3.42 (s, 3 H), 1.24 (d, 3 H); MS (ESI) m/z 212[M+H+], m/z 210 [M−H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08143408B2 |
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| Source dataset | uspto-grants-2012_03 |
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| ORD ID | ord-d4b42d4cfae940cc988e39081e6a402e |
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| Source note | uspto-grants-2012_03 |
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