HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydroxylamine → N-hydroxy-2-(1-pyrrolo[2,3-b]pyridin-1-yl-cyclopentyl)-acetamidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydroxylamine | HCID 787 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | (1-Pyrrolo[2,3-b]pyridin-1-yl-cyclopentyl)-acetonitrile | HCID 86726061 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | N-hydroxy-2-(1-pyrrolo[2,3-b]pyridin-1-yl-cyclopentyl)-acetamidine | HCID 178510876 | 112.2% |
Reaction Steps
To a stirred solution of (1-pyrrolo[2,3-b]pyridin-1-yl-cyclopentyl)-acetonitrile (399) (1.4 g, 6.21 mmol) in ethanol (50 mL) was added 50% aq. NH2OH (4 mL, 62.15 mmol) and the reaction mixture was heated at 60° C. for 16 h (TLC, 30% ethyl acetate in hexane, Rf=0.1). Ethanol was evaporated, water (50 mL) was added and the mixture was extracted with etylacetate (3×50 mL). The organic phase was thereafter dried and concentrated to get crude N-hydroxy-2-(1-pyrrolo[2,3-b]pyridin-1-yl-cyclopentyl)-acetamidine (400) (1.8 g, 112%) as an off-white sticky liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09045486B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-ee46c2dd41af4aacb40d057b0f889d30 |
| Source note | uspto-grants-2015_06 |