HuagongsheHuagongshe Chemistry Print Report · For research reference only
Urea → HCID 45488078, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Urea | HCID 1176 | — |
| Reactant | Aniline | HCID 6115 | — |
| Reactant | 2-(4-Aminophenoxy)ethanol | HCID 80892 | — |
| Reactant | 2-(4-Nitrophenoxy)ethanol | HCID 85381 | — |
| Reactant | 4-(Pyrrolidin-1-yl)aniline | HCID 808841 | — |
| Reactant | ethyl 4-(4-(8-oxa-3-azabicyclo[3.2.1]octan-3-yl)-6-(4-(3-ethylureido)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate | HCID 25262323 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 45488078 | HCID 45488078 | — |
Reaction Steps
A urea formation procedure similar to that used for the synthesis of ethyl 4-(4-(8-oxa-3-azabicyclo[3.2.1]octan-3-yl)-6-(4-(3-ethylureido)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate is used, utilizing 4-(1-pyrrolidinyl)-aniline as the aniline component. (41%, MS=539.3 (M+H))A urea formation procedure similar to that used for the synthesis of ethyl 4-(4-(8-oxa-3-azabicyclo[3.2.1]octan-3-yl)-6-(4-(3-ethylureido)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate is used, utilizing 2-(4-aminophenoxy)ethanol (prepared by the reduction of 2-(4-nitrophenoxy)ethanol in ethyl acetate and methanol with palladium on carbon and hydrogen gas) as the aniline component. (2%, MS=530.4 (M+H))
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08129371B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-93f55fbcf4ac4a4fae20f14bb5cf7de2 |
| Source note | uspto-grants-2012_03 |