Water → (9H-Fluoren-9-YL)methyl 5-nitro-1H-indole-1-carboxylate

5-Nitroindole (2.0 g, 12.3 mmol) was dissolved in dioxane (25 mL) and 10% wt./vol Na2CO3 solution (2.5 g, water 25 mL) was added. FMOC-chloroformate (3.19 g, 12.3 mmol) was added to the mixture and the reaction was stirred overnight. The reaction mixture was transferred into water, filtered as a yellow solid and dried in vacuum oven at 50° C. for 2 hours. Obtained (4.07 g, 86% y). NMR (400 MHz, CDCl3), δ 8.61 (d, J=2.2 Hz, 1H), 8.43 (d, J=2.2 Hz, 1H), 8.12 (dd, J=7.3, 5.1 Hz, 1H), 8.02 (d, J=8.3 Hz, 1H), 7.82 (d, J=7.6 Hz, 2H), 7.76 (d, J=7.6 Hz, 2H), 7.62 (m, 4H), 7.60-7.30 (m, 8H), 6.74-6.69 (m, 2H), 4.94 (d, J=5.4 Hz, 2H), 4.41 (t, J=5.1 Hz, 1H), 4.05 (d, J=5.6 Hz, 2H). MS 384 [M−H] APCI.

1. filtrationfiltered as a yellow solid
2. customdried in vacuum oven at 50° C. for 2 hours
3. customObtained (4.07 g, 86% y)

ORD-Eintrag

ord-92b44a9e7f6b436a8d4b4743a44b0eb1

Quelldatensatz

uspto-grants-2007_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07273877B2