HuagongsheHuagongshe Chemistry Print Report · For research reference only
4,6-Dichloro-5-pyrimidinecarbaldehyde → 4-(4-Chloro-pyrazolo[3,4-d]pyrimidin-1-yl)-piperidine-1-carboxylic acid isopropyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4,6-Dichloro-5-pyrimidinecarbaldehyde | HCID 819691 | — |
| Reactant | HCID 57964906 | HCID 57964906 | — |
| Reactant | HCID 57965012 | HCID 57965012 | — |
| Reactant | 4-Hydrazino-piperidine-1-carboxylic acid isopropyl ester hydrochloride | HCID 66915279 | — |
| Product | 4-(4-Chloro-pyrazolo[3,4-d]pyrimidin-1-yl)-piperidine-1-carboxylic acid isopropyl ester | HCID 57544417 | — |
Reaction Steps
4-(4-Chloro-pyrazolo[3,4-d]pyrimidin-1-yl)-piperidine-1-carboxylic acid isopropyl ester was prepared from the reaction of 4-hydrazino-piperidine-1-carboxylic acid isopropyl ester (Intermediate 10) and 4,6-dichloro-pyrimidine-5-carbaldehyde (Intermediate 16) using the procedure described for 4-chloro-1-[4-(3-isopropyl-[1,2,4]oxadiazol-5-yl)-cyclohexyl]-1H-pyrazolo[3,4-d]pyrimidine (Intermediate 23). The product was purified by flash chromatography eluting with 40% ethyl acetate/hexanes to give 4-(4-chloro-pyrazolo[3,4-d]pyrimidin-1-yl)-piperidine-1-carboxylic acid isopropyl ester as a white solid. Mass spectrum M+=323.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08188098B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-fdf69e61d9304c429f1f7bb45cecc4f3 |
| Source note | uspto-grants-2012_05 |