HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyl 5-((4-(5-(3,4-diethoxyphenyl)-1,2,4-oxadiazol-3-yl)indolin-1-yl)methyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamate → 2-Amino-2-((4-(5-(3-amino-4-propoxyphenyl)-1,2,4-oxadiazol-3-yl)indolin-1-yl)methyl)propane-1,3-diol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyl 5-((4-(5-(3,4-diethoxyphenyl)-1,2,4-oxadiazol-3-yl)indolin-1-yl)methyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamate | HCID 66726782 | — |
| Reactant | tert-Butyl 5-((4-(5-(3-(tert-butoxycarbonylamino)-4-propoxyphenyl)-1,2,4-oxadiazol-3-yl)indolin-1-yl)methyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamate | HCID 86661795 | — |
| Product | 2-Amino-2-((4-(5-(3-amino-4-propoxyphenyl)-1,2,4-oxadiazol-3-yl)indolin-1-yl)methyl)propane-1,3-diol | HCID 46195605 | 70% |
Reaction Steps
When the product of Step F was substituted for tert-butyl 5-((4-(5-(3,4-diethoxyphenyl)-1,2,4-oxadiazol-3-yl)indolin-1-yl)methyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamate in Example 34, Step E, the identical process afforded the title compound in 70% yield, as a creamy solid. 1H-NMR (DMSO-d6) 0.92-1.05 (m, 3H); 1.42 (broad s, 2H); 1.7-1.81 (m, 2H); 2.99 (s, 2H); 2.42-2.51 (m, 2H); 2.95 (s, 2H); 3.11-3.4 (m, 2H, +H2O); 3.53 (tr, 2H, J=9 Hz); 3.93-4.05 (m, 2H); 4.56 (m, 2H); 5.11 (s, 2H); 6.76 (d, 1H, J=6 Hz); 6.97 (d, 1H, J=9 Hz); 7.0 (d, 1H, J=6 Hz); 7.1-7.25 (m, 2H); 7.32-7.42 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181182B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-afba2de9fe2a49ff85125c6408288ab8 |
| Source note | uspto-grants-2015_11 |