HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 4-((3R)-3-(t-Butoxycarbonyl)Amino-pyrrolidin-1-yl)-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-d]pyrimidin-2-ylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (3R)-(+)-3-(tert-Butoxycarbonylamino)pyrrolidine | HCID 1514397 | — |
| Reactant | 2-amino-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-d]pyrimidin-4-yl 4-methylbenzenesulfonate | HCID 25129173 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-((3R)-3-(t-Butoxycarbonyl)Amino-pyrrolidin-1-yl)-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-d]pyrimidin-2-ylamine | HCID 59776816 | — |
Reaction Steps
A solution of the product from Example 4C (1.5 g, 3.93 mmol), (R)-tert-butyl pyrrolidin-3-ylcarbamate (CAS #: 122536-77-0) (1.1 g, 5.9 mmol) and triethylamine (0.9 mL, 5.9 mmol) in acetonitrile (35 mL) was heated to 80° C. for 16 hours. The mixture was cooled to room temperature, diluted with EtOAc, washed with H2O and brine, dried (MgSO4), concentrated and chromatographed on silica gel eluting with ethyl acetate to provide the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07985745B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-aa7f8394e9a048cc93f5c92b9e9d2583 |
| Source note | uspto-grants-2011_07 |