Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-(2-Oxiranylmethoxy)benzenecarbonitrile | HCID 2764301 | — |
| Reactant | 8-Boc-3,8-diaza-bicyclo(3.2.1)octane | HCID 15740908 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 22235399 | HCID 22235399 | 69% |
Reaction Steps
To a solution of tert-butyl 3,8-diazabicyclo[3.2.1]octane-8-carboxylate (3.08 g, 14.5 mmol; from Preparation B above) in 2-propanol (200 mL) was added H2O (20 mL) and 4-(2-oxiranylmethoxy)benzonitrile (2.54 g, 14.5 mmol; prepared as described in international patent application WO 99/31100). The resulting solution was warmed to 75° C., stirred for 18 h, cooled and concentrated in vacuo. Flash chromatography of the residue on silica gel eluting with CH2Cl2:EtOAc (3:1 to 2:1 gradient) gave 3.86 g (69%) of the sub-title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07012074B2 |
|---|
| Source dataset | uspto-grants-2006_03 |
|---|
| ORD ID | ord-6805ffd31d9f43e2bfef6b689dcb862e |
|---|
| Source note | uspto-grants-2006_03 |
|---|
