HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 2-(5-(4-(allyloxy)-4-methylpiperidin-1-yl)-2-(3-bromophenyl)-7-methylimidazo[1,2-a]pyridin-6-yl)-2-oxoacetate → (S)-Methyl 2-(5-(4-(allyloxy)-4-methylpiperidin-1-yl)-2-(3-bromophenyl)-7-methylimidazo[1,2-a]pyridin-6-yl)-2-hydroxyacetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 2-(5-(4-(allyloxy)-4-methylpiperidin-1-yl)-2-(3-bromophenyl)-7-methylimidazo[1,2-a]pyridin-6-yl)-2-oxoacetate | HCID 118308795 | — |
| Reactant | (S)-ethyl 5-(4-(but-3-en-1-yl)-4-methylpiperidin-1-yl)-6-(1-hydroxy-2-methoxy-2-oxoethyl)-7-methylimidazo[1,2-a]pyridine-2-carboxylate | HCID 118319909 | — |
| Product | (S)-Methyl 2-(5-(4-(allyloxy)-4-methylpiperidin-1-yl)-2-(3-bromophenyl)-7-methylimidazo[1,2-a]pyridin-6-yl)-2-hydroxyacetate | HCID 118308883 | 80% |
Reaction Steps
Prepared from methyl 2-(5-(4-(allyloxy)-4-methylpiperidin-1-yl)-2-(3-bromophenyl)-7-methylimidazo[1,2-a]pyridin-6-yl)-2-oxoacetate in 80% yield following the same procedure as (S)-ethyl 5-(4-(but-3-en-1-yl)-4-methylpiperidin-1-yl)-6-(1-hydroxy-2-methoxy-2-oxoethyl)-7-methylimidazo[1,2-a]pyridine-2-carboxylate. 1H NMR (400 MHz, CDCl3) δ 8.06 (s, 1H), 8.01 (s, 1H), 7.96 (br. s., 1H), 7.51-7.31 (m, 3H), 6.24-6.09 (m, 1H), 5.58-5.50 (m, 2H), 5.46-5.40 (m, 1H), 4.83-4.72 (m, 1H), 4.02 (d, J=5.0 Hz, 2H), 3.90 (t, J=11.8 Hz, 2H), 3.79 (s, 3H), 2.91 (d, J=8.0 Hz, 1H), 2.66 (d, J=10.8 Hz, 1H), 2.49 (s, 3H), 1.99 (t, J=11.8 Hz, 2H), 1.82 (qd, J=12.9, 4.8 Hz, 2H), 1.34 (s, 3H); LCMS (ESI, M+1): 528.25.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09409922B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-90bca0fa1ed845d08edf3b3e2dd56286 |
| Source note | uspto-grants-2016_08 |