ChemicalBook CAS DataBase List (1H-INDOL-4-YL)-CARBAMIC ACID TERT-BUTYL ESTER

(1H-INDOL-4-YL)-CARBAMIC ACID TERT-BUTYL ESTER synthesis

5synthesis methods

Product Name:(1H-INDOL-4-YL)-CARBAMIC ACID TERT-BUTYL ESTER
CAS Number:819850-13-0
Molecular formula:C13H16N2O2
Molecular Weight:232.28

5192-23-4 Synthesis

5192-23-4
285 suppliers
$10.00/250mg

24424-99-5 Synthesis

24424-99-5
834 suppliers
$13.50/25G

(1H-INDOL-4-YL)-CARBAMIC ACID TERT-BUTYL ESTER

819850-13-0
53 suppliers
$50.00/500mg

Yield:819850-13-0 28.5%

Reaction Conditions:

with triethylamine in dichloromethane at 0; for 13 h;

Steps:

52.1 Step 1’) tert-butyl 1H-indol-4-ylcarbamate

[00354] To dichloromethane (20 mL) were added 4-aminoindole (2.0 g, 15.1 mmol) and triethylamine (6.0 mL, 43 mmol) at 0 °C, then Boc2O (4.5 mL, 20 mmol) was added dropwise. The mixuture was sitirred for 13 hours, then concentrated in vacuo and the residue was purified by silica gel column chromatography (PE/EtOAc (v/v) = 10/1) to give the title compound as a gray solid (998 mg, 28.5%). The compound was characterized by the following spectroscopic data: MS (ESI, pos. ion) m/z: 233.2 [M+Hfb; and ‘HNIVIR (600 MHz, DMSO-d6) (ppm): 11.01 (s, 1H), 8.95 (s, 1H), 7.34 (d, J= 7.5 Hz, 1H), 7.21 (t, J= 2.8 Hz, 1H), 7.07 (d, J 8.1 Hz, 1H), 6.97 (t, J= 7.9 Hz, 1H), 6.73 (t, J= 2.1 Hz, 1H), 1.50 (s, 9H).

References:

WO2016/4882,2016,A1 Location in patent:Paragraph 00354