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-(3,4-dipropylphenyl)-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-(3,4-dipropylphenyl)-1,2,4-oxadiazol-3-yl)indolin-1-yl)methyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamate | HCID 86661796 | — |
| Product | 2-Amino-2-((4-(5-(3,4-dipropylphenyl)-1,2,4-oxadiazol-3-yl)indolin-1-yl)methyl)propane-1,3-diol | HCID 46195606 | 80% |
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 80% yield, as a creamy solid. 1H-NMR (DMSO-d6) 0.94-0.97 (m, 6H); 1.33 (s, 2H); 1.53-1.62 (m, 4H); 2.61-2.68 (m, 4H); 2.98 (s, 2H); 3.2-3.3 (m, 6H, +H2O); 3.54 (tr, 2H, J=9 Hz); 4.55 (m, 2H); 6.77 (d, 1H, J=6 Hz); 7.1-7.16 (m, 1H); 7.25 (d, 1H, J=6 Hz); 7.87-7.91 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181182B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-1fec3f30ba8d43f6bc7a3fc33162600d |
| Source note | uspto-grants-2015_11 |