HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyl 2,2-dimethyl-5-((4-(5-(6-propylpyridin-3-yl)-1,2,4-oxadiazol-3-yl)indolin-1-yl)methyl)-1,3-dioxan-5-ylcarbamate → 2-Amino-2-((5-(5-(4-propylphenyl)-1,2,4-oxadiazol-3-yl)-3,4-dihydroquinolin-1(2H)-yl)methyl)propane-1,3-diol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyl 2,2-dimethyl-5-((4-(5-(6-propylpyridin-3-yl)-1,2,4-oxadiazol-3-yl)indolin-1-yl)methyl)-1,3-dioxan-5-ylcarbamate | HCID 66726785 | — |
| Reactant | tert-Butyl 2,2-dimethyl-5-((5-(5-(4-propylphenyl)-1,2,4-oxadiazol-3-yl)-3,4-dihydroquinolin-1(2H)-yl)methyl)-1,3-dioxan-5-ylcarbamate | HCID 86661812 | — |
| Product | 2-Amino-2-((5-(5-(4-propylphenyl)-1,2,4-oxadiazol-3-yl)-3,4-dihydroquinolin-1(2H)-yl)methyl)propane-1,3-diol | HCID 46195884 | 45% |
Reaction Steps
When the product of Step E was substituted for tert-butyl 2,2-dimethyl-5-((4-(5-(6-propylpyridin-3-yl)-1,2,4-oxadiazol-3-yl)indolin-1-yl)methyl)-1,3-dioxan-5-ylcarbamate in Example 66 Step F, the identical process afforded the title compound in 45% yield, as colourless solid. 1H-NMR (CDCl3+CD3OD) 0.89 (tr, 3H, J=7.4 Hz); 1.55-1.68 (m, 2H); 1.88 (m, 2H); 2.61 (tr, 2H, J=7.4 Hz); 2.95-3.1 (m, 8H+H2O); 3.31 (m, 4H); 3.35-3.79 (m, 4H); 7.06-7.16 (m, 3H); 7.23-7.29 (m, 2H+CDCl3); 8.02 (d, 2H, J=8 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181182B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-c25f1670aa4e49b69fb01d2d328632a3 |
| Source note | uspto-grants-2015_11 |