| Identification | Back Directory | [Name]
6-BROMO-3,4-DIHYDRO-1H-ISOQUINOLINE-2-CARBOXYLIC ACID TERT-BUTYL ESTER | [CAS]
893566-74-0 | [Synonyms]
N-BOC-6-bromo-3,4-dihydroisoquinoline
2-Boc-6-bromo-3,4-dihydro-1H-isoquinoline
2-Boc-6-bromo-1,2,3,4-tetrahydroisoquinoline
tert-Butyl 6-bromo-3,4-dihydroisoquinoline-2(1H)
tert-butyl 6-bromo-3,4-dihydro-1H-isoquinoline-2-carboxylate
6-bromo-2-(tert-butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline
tert-butyl 6-broMo-1,2,3,4-tetrahydroisoquinoline-2-carboxylate
6-BROMO-3,4-DIHYDRO-1H-ISOQUINOLINE-2-CARBOXYLIC ACID TERT-BUTYL ESTER
2(1H)-Isoquinolinecarboxylic acid, 6-bromo-3,4-dihydro-, 1,1-dimethylethyl ester | [Molecular Formula]
C14H18BrNO2 | [MDL Number]
MFCD08752228 | [MOL File]
893566-74-0.mol | [Molecular Weight]
312.2 |
| Chemical Properties | Back Directory | [Boiling point ]
374.2±42.0 °C(Predicted) | [density ]
1.353±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,2-8°C | [pka]
-1.56±0.20(Predicted) | [Appearance]
Colorless to light yellow Solid-Liquid Mixture | [InChI]
InChI=1S/C14H18BrNO2/c1-14(2,3)18-13(17)16-7-6-10-8-12(15)5-4-11(10)9-16/h4-5,8H,6-7,9H2,1-3H3 | [InChIKey]
SZIPGDGOBMFCEH-UHFFFAOYSA-N | [SMILES]
C1C2=C(C=C(Br)C=C2)CCN1C(OC(C)(C)C)=O |
| Hazard Information | Back Directory | [Synthesis]
Di-tert-butyl dicarbonate (3.52 g, 16.14 mmol) was slowly added to a solution of 6-bromo-1,2,3,4-tetrahydroisoquinoline (3.26 g, 15.37 mmol) in tetrahydrofuran (45 mL) at room temperature. The reaction mixture was stirred continuously for 15 h at room temperature. After completion of the reaction, the solvent was removed by distillation under reduced pressure. The crude product was purified by silica gel column chromatography using solvent gradient elution (0→8% ethyl acetate/hexane) to afford the target compound tert-butyl 6-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate (5.05 g, 16.18 mmol, quantitative yield) as a colorless oil.1H NMR (300 MHz, CDCl3) δ: 1.49 (9H, s) ), 2.80 (2H, t, J = 5.9 Hz), 3.62 (2H, t, J = 5.9 Hz), 4.51 (2H, s), 6.97 (1H, d, J = 8.7 Hz), 7.28-7.32 (2H, m). | [References]
[1] Patent: EP3192791, 2017, A1. Location in patent: Paragraph 0594
[2] ChemMedChem, 2018, vol. 13, # 14, p. 1405 - 1413
[3] Patent: WO2013/80222, 2013, A1. Location in patent: Page/Page column 40
[4] Patent: WO2017/184662, 2017, A1. Location in patent: Page/Page column 58
[5] Patent: WO2017/68412, 2017, A1. Location in patent: Page/Page column 274 |
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