HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 5-({[1,6-Diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}amino)-5-oxopentanoic Acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | Methyl 5-({[1,6-diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}amino)-5-oxopentanoate | HCID 57819898 | — |
| Solvent | Methanol--water (1/1) | HCID 22242641 | — |
| Product | 5-({[1,6-Diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}amino)-5-oxopentanoic Acid | HCID 57819897 | 82.84% |
Reaction Steps
To methyl 5-({[1,6-diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}amino)-5-oxopentanoate (0.450 g, 1.043 mmol) in MeOH/H2O was added LiOH.H2O and stirred at room temperature for 16 h. The mixture was the acidified with HCl (1 N) and extracted with DCM/i-PrOH (3/1) which was dried over Na2SO4 and concentrated to afford the title compound (0.3606 g, 82.84%). LC-MS m/z 418 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08071588B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-b4753a6b713848d79c89f914c0be8288 |
| Source note | uspto-grants-2011_12 |