HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbamic acid, (3-cyanopropyl)-, 1,1-dimethylethyl ester (9CI) → tert-Butyl 2-(5-((S)-2-amino-3-(1H-indol-3-yl)propylamino)-3-(isoquinolin-6-yl)isoxazol-4-yl)ethylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbamic acid, (3-cyanopropyl)-, 1,1-dimethylethyl ester (9CI) | HCID 23598215 | — |
| Reactant | Allyl 3-(isoquinolin-6-yl)isoxazol-5-ylcarbamate | HCID 57950560 | — |
| Reactant | 2-Propen-1-yl (4-(2-((tert-butoxycarbonyl)amino)ethyl)-3-(6-isoquinolinyl)-5-isoxazolyl)carbamate | HCID 86635693 | — |
| Product | tert-Butyl 2-(5-((S)-2-amino-3-(1H-indol-3-yl)propylamino)-3-(isoquinolin-6-yl)isoxazol-4-yl)ethylcarbamate | HCID 57950676 | — |
Reaction Steps
This compound was synthesized in an analogous manner to Example 32 but using tert-butyl 3-cyanopropylcarbamate instead of acetonitrile in the preparation of 2-propen-1-yl (4-(2-((tert-butoxycarbonyl)amino)ethyl)-3-(6-isoquinolinyl)-5-isoxazolyl)carbamate according to Scheme 6 instead of allyl 3-(isoquinolin-6-yl)isoxazol-5-ylcarbamate. MS m/z: 527 (M+1); 1H NMR (400 MHz, CD3OD) δ ppm 9.75 (s, 1H), 8.63 (d, J=6.26 Hz, 1H), 8.51-8.57 (m, 3H), 8.20 (d, J=8.61 Hz, 1H), 7.61 (d, J=8.02 Hz, 1H), 7.40 (d, J=8.22 Hz, 1H), 7.26-7.29 (m, 1H), 7.15 (t, J=7.53 Hz, 1H), 7.08 (t, J=7.43 Hz, 1H), 3.73-3.86 (m, 3H), 3.13-3.24 (m, 4H), 2.62 (t, J=6.94 Hz, 2H), 1.33 (s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07897619B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-af5f8e45cd28477ba4da964d81c6bb53 |
| Source note | uspto-grants-2011_03 |