HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isobutyraldehyde → HCID 117610439, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isobutyraldehyde | HCID 6561 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 90460972 | HCID 90460972 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 117610439 | HCID 117610439 | 57.1% |
Reaction Steps
To a solution of (R/S) tert-butyl N-methyl-N-[2-[methyl([[1-(oxan-2-yl)-3-(piperidin-4-yl)-1H-pyrazol-4-yl]methyl])amino]ethyl]carbamate (250 mg, 0.57 mmol, 1.00 equiv) and 2-methylpropanal (62 mg, 0.86 mmol, 1.50 equiv) in 1,2-dichloroethane (15 mL) was added NaBH(OAc)3 (364 mg, 3.00 equiv). The resulting solution was stirred at room temperature overnight and then concentrated under vacuum to give 160 mg of crude (R/S) tert-butyl 2-(((3-(1-isobutylpiperidin-4-yl)-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-4-yl)methyl)(methyl)amino)ethyl(methyl)carbamate as a light yellow oil. LCMS (method A, ESI): RT=1.52 min, m/z=492.2 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09120757B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-08c0764e9caa4146bf5dca1efa401eb1 |
| Source note | uspto-grants-2015_09 |