Carbamic acid, N-(1H-indol-6-ylmethyl)-, 1,1-dimethylethyl ester synthesis
- Product Name:Carbamic acid, N-(1H-indol-6-ylmethyl)-, 1,1-dimethylethyl ester
- CAS Number:1056190-24-9
- Molecular formula:C14H18N2O2
- Molecular Weight:246.3
24424-99-5
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Yield:1056190-24-9 92.6%
Reaction Conditions:
in dichloromethane at 0 - 20; for 1 h;
Steps:
Experimental procedure for the synthesis of N-[(1H-indol-6-yl)methyl]carbamate
In a 50 ml_ round-bottom flask (1 H-indol-6-yl)methanamine (300 mg; 2.052 mmol; commercial available from Aldrich) is dissolved in DCM (5 ml_) and cooled to 0°C before BOC-anhydride (424 mg; 1.943 mmol) is added and the mixture is stirred at room temperature for 1 h. The solvent is removed under reduced pressure, the residue is dissolved in ACN/hhO/MeOH, filtered through a syringe filter and purified via prep. RP- HPLC(Gilson; column: XBridge Prep C18, 10pm (50*150), gradient: ACN/H2O (basic conditions 20-98% ACN in 9 min. flowrate: 150 mL/min wavelength: 222 nm). The product containing fractions are combined and freeze dried to yield tert-butyl N-[(1 H-indol-6- yl)methyl]carbamate (468 mg; 1.9 mmol; 92.6 %). HPLC method: LCMSBAS1 : [M-H]+ = 245; tret [min] = 1.19.
References:
WO2020/173935,2020,A1 Location in patent:Page/Page column 58
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24424-99-5
842 suppliers
$13.50/25G
1056190-24-9
7 suppliers
inquiry