Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Azane;hydrate | HCID 12896473 | — |
| Reactant | HCID 57908153 | HCID 57908153 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 57908193 | HCID 57908193 | 22% |
Reaction Steps
To the solution of 5-chloro-2-cyclobutyl-1H-pyrrolo[2,3-c]pyridine (200 mg, 0.97 mmol) in EtOH (10 mL) and NH3.H2O (30 mL) was added CuSO4.5H2O (30 mg, 0.12 mmol). The reaction mixture was stirred under 3 MPa at 180° C. for 16 h. The mixture was extracted with ethyl acetate (3×30 mL). The extract was dried, concentrated in vacuo and purified by chromatography on silica gel (5-10% MeOH in ethyl acetate as eluant) to afford the pure 2-cyclobutyl-1H-pyrrolo[2,3-c]pyridin-5-amine (40 mg, 22% yield). 1H NMR (300 MHz, MeOH) δ: 8.02 (s, 1H), 6.72 (s, 1H), 6.11 (s 1H), 3.72-3.60 (m, 1H), 2.47-1.90 (m, 6H). MS (ESI): m/z [M+H+] 188.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09102672B2 |
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| Source dataset | uspto-grants-2015_08 |
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| ORD ID | ord-c11c1c43f9ce4e3e98872e6d0f1d506c |
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| Source note | uspto-grants-2015_08 |
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