Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Ethyl 6-chloronicotinate | HCID 2799611 | — |
| Reactant | (Oxetan-2-yl)methanol | HCID 12284142 | — |
| Product | HCID 59354898 | HCID 59354898 | 42% |
Reaction Steps
The title compound was synthesized as described for Intermediate example I-81 in 42% yield starting from ethyl 6-chloronicotinate and oxetan-2-ylmethanol. The reduction was performed using 3 equiv of lithium hydroxide while heating to 75° C. for 3.5 h. The final aqueous solution was extracted with ethyl acetate in order to collect the product; 1H NMR (400 MHz, DMSO-d6) δ ppm 8.71 (d, 1 H), 8.16 (dd, 1 H), 6.96 (dd, 1 H), 4.96-5.06 (m, 1 H), 4.41-4.57 (m, 4 H), 2.64-2.75 (m, 1 H), 2.46-2.56 (m, 1 H); S (ESI) m/z 210[M+H+], m/z 208[M−H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08143408B2 |
|---|
| Source dataset | uspto-grants-2012_03 |
|---|
| ORD ID | ord-11e1447d68b141689c9383891d5de242 |
|---|
| Source note | uspto-grants-2012_03 |
|---|