HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 70168839, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Tetramethylammonium Triacetoxyborohydride (>90%) | HCID 13696215 | — |
| Reactant | HCID 86691735 | HCID 86691735 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 70168839 | HCID 70168839 | 21.6% |
Reaction Steps
Tetramethylammonium triacetoxyborohydride (46.7 mg, 0.629 mmol) was added to a DCM (50 mL) solution of (R)-5-(2-(2-(2-aminoethoxy)-5-fluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidine-3-carbaldehyde (155 mg, 0.420 mmol), and the reaction was stirred at ambient temperature overnight. The reaction mixture was then diluted with brine and extracted with several portions of DCM in a phase separator tube, and the combined organic extracts were concentrated and purified by reverse-phase column chromatography, eluting with 0-90% acetonitrile-H2O, to obtain the title product (32 mg, 21.6% yield). MS (apci) m/z=354.2 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08933084B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-f48b8039b96c4ab492957055824dbc35 |
| Source note | uspto-grants-2015_01 |