| Identification | Back Directory | [Name]
1,2,3,4-TETRAHYDRO-ISOQUINOLIN-6-OL HBR | [CAS]
59839-23-5 | [Synonyms]
1,2,3,4-TETRAHYDRO-ISOQUINOLIN-6-OL HBR
6-HYDROXY-1,2,3,4-TETRAHYDROISOQUINOLINE HBR
1,2,3,4-tetrahydroisoquinolin-6-ol, HBr salt
1,2,3,4-Tetrahydroisoquinolin-6-olhydrobrimide
1,2,3,4-Tetrahydro iso-6-hydroxy-quinoline HBr
1,2,3,4-Tetrahydro-iso-6-hydroxy-quinoline HBr
l,2,3,4-Tetrahydro-6-isoquinolinol Hydrobromide
1,2,3,4-TETRAHYDRO-ISOQUINOLIN-6-OL HYDROBROMIDE
6-Isoquinolinol,1,2,3,4-tetrahydro-,hydrobromide
1,2,3,4-Tetrahydro-6-isoquinolinol (hydrobromide)
1,2,3,4-tetrahydroisoquinolin-6-ol hydrobromide (1:1)
6-Hydroxy-1,2,3,4-tetrahydroisoquinoline hydrobromide
1,2,3,4-tetrahydro-6-hydroxy-isoquinoline-hydrobroMide | [Molecular Formula]
C9H12BrNO | [MDL Number]
MFCD08437641 | [MOL File]
59839-23-5.mol | [Molecular Weight]
230.102 |
| Hazard Information | Back Directory | [Uses]
1,2,3,4-Tetrahydro-6-isoquinolin-6-ol Hydrobromide is a chemical reagent used in the organic synthesis. Used in the preparation of androgen receptor modulators (SARMs) as well as steroidmimetic and chimeric microtubule disruptors. | [Synthesis]
General procedure for the synthesis of 1,2,3,4-tetrahydroisoquinolin-6-ol hydrobromide from 6-methoxy-1,2,3,4-tetrahydroisoquinoline: 6-methoxy-1,2,3,4-tetrahydroisoquinoline (2.12 g, 13.0 mmol) was dissolved in 48% aqueous hydrobromic acid. The reaction mixture was stirred at 120°C for 3 hours. After completion of the reaction, the solvent was removed by vacuum concentration. The obtained residue was suspended in ethyl acetate and the solvent was evaporated again to afford 1,2,3,4-tetrahydroisoquinolin-6-ol hydrobromide (2.99 g, 95% yield) as a reddish brown solid. The product was characterized by 1H NMR (300 MHz, D2O): δ 7.10 (d, J = 8.4 Hz, 1H), 6.82-6.75 (m, 2H), 4.28 (s, 2H), 3.48 (t, J = 6.3 Hz, 2H), 3.05 (t, J = 6.3 Hz, 2H). | [References]
[1] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 4, p. 789 - 801
[2] Journal of Medicinal Chemistry, 1987, vol. 30, # 12, p. 2208 - 2216
[3] Patent: US6562828, 2003, B1
[4] Patent: US5936089, 1999, A
[5] Patent: WO2007/146122, 2007, A2. Location in patent: Page/Page column 42 |
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