HuagongsheHuagongshe Chemistry Print Report · For research reference only
(3R)-(+)-3-(tert-Butoxycarbonylamino)pyrrolidine → 8-phenyl-4-((4aR,7aR)-tetrahydro-1H-pyrrolo[3,4-b]pyridin-6(2H,7H,7aH)-yl)-5,6,7,8-tetrahydroquinazolin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (3R)-(+)-3-(tert-Butoxycarbonylamino)pyrrolidine | HCID 1514397 | — |
| Reactant | rel-1,1-Dimethylethyl (4aR,7aR)-octahydro-1H-pyrrolo(3,4-b)pyridine-1-carboxylate | HCID 1519436 | — |
| Reactant | 2-amino-9,9-dimethyl-6,7,8,9-tetrahydro-5H-cyclohepta[d]pyrimidin-4-yl 4-methylbenzenesulfonate | HCID 86634880 | — |
| Product | 8-phenyl-4-((4aR,7aR)-tetrahydro-1H-pyrrolo[3,4-b]pyridin-6(2H,7H,7aH)-yl)-5,6,7,8-tetrahydroquinazolin-2-amine | HCID 44462954 | — |
Reaction Steps
The title compound was prepared according to the procedures of Examples 1E and 1F, substituting the product from Example 9C for the product from Example 1D and substituting (4aR,7aR)-tert-butyl octahydro-1H-pyrrolo[3,4-b]pyridine-1-carboxylate for (R)-tert-butyl pyrrolidin-3-ylcarbamate. 1H NMR (300 MHz, CDCl3) δ 7.22 (m, J=4.36 Hz, 2H), 7.16 (m, 1H), 7.09 (d, J=8.33 Hz, 1H), 7.02 (d, J=8.72 Hz, 1H), 4.40 (s, 2H), 3.89 (m, 3H), 3.52 (m, 3H), 3.03 (m, 1H), 2.72 (m, 3H), 2.26 (m, 3H), 1.74 (m, 6H); MS (ESI+) m/z 350 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08436005B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-e88e9d94d930429eb9da17dac65f7911 |
| Source note | uspto-grants-2013_05 |