Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-amino-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-d]pyrimidin-4-yl 4-methylbenzenesulfonate | HCID 25129173 | — |
| Reactant | 6-Benzyl-2,6-diazaspiro[3.5]nonane 2,2,2-trifluoroacetate | HCID 69226180 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | 2-Methoxyethanol | HCID 8019 | — |
| Product | Ammonium Hydroxide | HCID 14923 | — |
| Product | 4-(6-benzyl-2,6-diazaspiro[3.5]non-2-yl)-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-d]pyrimidin-2-amine | HCID 69225477 | — |
Reaction Steps
The product from Example 77A was mixed with the product from Example 59C (135 mg, 0.35 mmol) in 2-methoxyethanol (1.2 mL) and N,N-diisopropylethylamine (0.74 mL, 1.74 mmol), then heated at 115° C. overnight, then cooled, diluted with CH2Cl2, and washed with 1 M NaOH. The aqueous layer was extracted with CH2Cl2. The combined organic extracts were dried (MgSO4), filtered, concentrated and purified by chromatography on silica gel, eluting with a gradient of 1:0 to 1:2 CH2Cl2:[10% (9:1 MeOH:saturated aqueous ammonium hydroxide)] to provide the title compound. MS (M+H)+ m/z 426.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08735411B2 |
|---|
| Source dataset | uspto-grants-2014_05 |
|---|
| ORD ID | ord-206b34b43679486d8a4bbe477d93800d |
|---|
| Source note | uspto-grants-2014_05 |
|---|
