HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-t-butyl-1-[3-(2-aminoethyl)phenyl]-1H-pyrazol-5 amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | (Dimethyl sulfide)trihydroboron | HCID 12423031 | — |
| Reactant | 2-(3-(5-amino-3-tert-butyl-1H-pyrazol-1-yl)phenyl)acetamide | HCID 21867307 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-t-butyl-1-[3-(2-aminoethyl)phenyl]-1H-pyrazol-5 amine | HCID 21867297 | 47.4% |
Reaction Steps
To a stirred solution of Example N (2 g, 7.35 mmol) in THF (6 ml) was added borane-methylsulfide (18 mmol). The mixture was heated to reflux for 90 min and cooled to RT, after which 6 N HCl was added and heated to reflux for 10 min. The mixture was basified with NaOH and extracted with EtOAc. The organic layer was dried (Na2SO4) filtered and concentrated in vacuo to yield 3-tert-butyl-1-[3-(2-aminoethyl)phenyl]-1H-pyrazol-5 amine (0.9 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07531566B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-170ed2e326ea4bc984e50f59c1a0d849 |
| Source note | uspto-grants-2009_05 |