HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86725242, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 3-Pyridinecarboxaldehyde | HCID 10371 | — |
| Reactant | HCID 86725241 | HCID 86725241 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 86725242 | HCID 86725242 | — |
Reaction Steps
To tert-butyl 3-((2R)-2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]dec-4-yl)-2-(isoindoline-5-carboxamido)ethyl)-2-methoxybenzoate from Example 9 step 2 (240 mg, 0.42 mmol) in 1,2-dichloroethane (5 mL) was added nicotinaldehyde (90 mg, 0.84 mmol) and Na(OAc)3BH4 (211 mg, 1 mmol). The reaction mixture was stirred at room temperature for 6 hr. Water (10 mL) was added at 0° C. and the aqueous phase was extracted with EtOAc. The organic phase was washed brine, dried over Na2SO4 and concentrated in vacuo. The crude product was carried to the next step without further purification. ESI-MS m/z 666.1 (MH)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09376454B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-eb1c3640eecf41d7ba8d394eaee793fc |
| Source note | uspto-grants-2016_06 |