| Identification | More | [Name]
6-AMINO-2-N-BOC-1,2,3,4-TETRAHYDRO-ISOQUINOLINE | [CAS]
164148-92-9 | [Synonyms]
6-AMINO-2-BOC-3,4-DIHYDRO-1H-ISOQUINOLINE
6-AMINO-2-N-BOC-1,2,3,4-TETRAHYDRO-ISOQUINOLINE
6-AMINO-3,4-DIHYDRO-1H-ISOQUINOLINE-2-CARBOXYLIC ACID TERT-BUTYL ESTER
TERT-BUTYL 6-AMINO-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE | [Molecular Formula]
C14H20N2O2 | [MDL Number]
MFCD03426351 | [Molecular Weight]
248.32 | [MOL File]
164148-92-9.mol |
| Chemical Properties | Back Directory | [Boiling point ]
394.7±42.0 °C(Predicted) | [density ]
1.145±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C(protect from light) | [pka]
4.35±0.20(Predicted) | [Appearance]
Off-white to yellow Solid | [InChI]
InChI=1S/C14H20N2O2/c1-14(2,3)18-13(17)16-7-6-10-8-12(15)5-4-11(10)9-16/h4-5,8H,6-7,9,15H2,1-3H3 | [InChIKey]
OLOIFCYZWOTWRO-UHFFFAOYSA-N | [SMILES]
C1C2=C(C=C(N)C=C2)CCN1C(OC(C)(C)C)=O | [CAS DataBase Reference]
164148-92-9(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,N | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RIDADR ]
UN2811 | [HS Code ]
2922390090 |
| Hazard Information | Back Directory | [Uses]
6-Amino-2-N-Boc-1,2,3,4-tetrahydroisoquinoline is used as a reagent in the preparation of potent and long acting oral factor Xa inhibitors. | [Synthesis]
General procedure for the synthesis of 6-amino-2-N-BOC-1,2,3,4-tetrahydro-isoquinoline from compound (CAS:1154424-63-1): ammonium formate (3.68 g, 57.5 mmol) was added to a stirred ethanol (EtOH, 25 mL) solution of compound 2 (2.2 g, 5.75 mmol) and the reaction mixture was heated to refluxed for 6 hours. Upon completion of the reaction, the mixture was cooled to room temperature and filtered through a diatomaceous earth bed to remove insoluble impurities. Subsequently, the diatomaceous earth bed and the filtrate were combined and concentrated under reduced pressure to afford compound 3 (1.3 g, 91% yield) as a dark brown oil, which could be used in subsequent reactions without further purification. | [References]
[1] Patent: WO2009/158571, 2009, A1. Location in patent: Page/Page column 165; 167; 168 |
|
|