HuagongsheHuagongshe Chemistry Print Report · For research reference only
Morpholin-4-ylmalononitrile → 2-[1-(2-Fluorobenzyl)-1,4,5,6-tetrahydrocyclopenta[c]pyrazol-3-yl]-5-(morpholin-4-yl)pyrimidine-4,6-diamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Morpholin-4-ylmalononitrile | HCID 9898879 | — |
| Reactant | 1-(2-Fluorobenzyl)-1,4,5,6-tetrahydrocyclopenta[c]pyrazole-3-carboximidamide | HCID 86692092 | — |
| Catalyst | Gold | HCID 23985 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-[1-(2-Fluorobenzyl)-1,4,5,6-tetrahydrocyclopenta[c]pyrazol-3-yl]-5-(morpholin-4-yl)pyrimidine-4,6-diamine | HCID 90013124 | — |
Reaction Conditions
| Temperature | 105 °C |
|---|
Reaction Steps
75 mg of 1-(2-fluorobenzyl)-1,4,5,6-tetrahydrocyclopenta[c]pyrazole-3-carboximidamide 1-2-4 (0.29 mmol, 1.0 eq.) and 44 mg morpholin-4-ylmalononitrile [0.29 mmol, 1.0 eq.; for preparation see: H. Gold and O. Bayer, Chem. Ber. 94, 2594 (1961)] were suspended in a small amount of DCM and the resulting suspension was evaporated to dryness. The residue was heated for one h at 105° C. The crude product was purified by flash chromatography yielding 86 mg (0.21 mmol, 72%) of analytically pure target compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09416125B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-663f5e82f3074c0e979d5eca389876bd |
| Source note | uspto-grants-2016_08 |