HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 4-Octahydro-6h-pyrrolo[3,4-b]pyridin-6-yl-6,7-dihydro-5h-benzo[6,7]cyclohepta[1,2-d]pyrimidin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | tert-butyl 6-(2-amino-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-d]pyrimidin-4-yl)octahydro-1H-pyrrolo[3,4-b]pyridine-1-carboxylate | HCID 69224862 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-Octahydro-6h-pyrrolo[3,4-b]pyridin-6-yl-6,7-dihydro-5h-benzo[6,7]cyclohepta[1,2-d]pyrimidin-2-amine | HCID 59774354 | — |
Reaction Steps
A solution of Example 59D in CH2Cl2 (2 mL) was treated with trifluoroacetic acid (0.5 mL), stirred for 2 hours, concentrated and partitioned between 1M NaOH solution and CH2Cl2. The organic layer was isolated, dried over MgSO4 and concentrated to yield the title product. 1H NMR (CDCl3) δ 0.86 (m, 1H), 1.77 (m, 5H), 2.16 (m, 2H), 2.30 (m, 1H), 2.64 (m, 3H), 3.03 (m, 1H), 3.43 (m, 3H), 3.87 (m, 2H), 4.73 (bs, 2H), 7.19 (m, 1H), 7.33, (m, 2H), 7.75 (m, 1H). MS (M+H)+ m/z 336.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08735411B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-5cdc290f9d9b408e93dcd486e11ffa7f |
| Source note | uspto-grants-2014_05 |