Diisopropylethylamine → HCID 86761382, compound

Participants

Reaction Steps

DIPEA (20 eq) was added to a solution of (7R)-7-[(2-chloroethyl)(methyl)amino]-14-cyclohexyl-N-(piperazin-1-ylsulfonyl)-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxamide (0.001 M) in MeCN and the mixture irradiated in a microwave (SmithCreator) at 150° C. for 5 mins. The volatiles were removed in vacuo and the residue purified by RP-HPLC, eluting with MeCN/TFA buffered with 0.1% TFA gradient. Fractions containing the product were combined and freeze dried to afford the product as a white powder (26% overall for steps 2 through to 6). 1H NMR (600 MHz, DMSO-d6+TFA, 330 K) δ 1.12-1.20 (m, 1H), 1.29-1.37 (m, 2H), 1.47-1.49 (m, 1H), 1.68-1.72 (m, 2H), 1.82-1.99 (m, 4H), 2.43 (s, 3H), 2.69-2.74 (m, 1H), 2.96-2.99 (m, 1H), 3.12-3.19 (m, 1H), 3.31-3.61 (m, 8H), 3.71-3.89 (m, 2H), 4.03-4.07 (m, 1H), 4.11-4.18 (m, 2H), 4.52-4.58 (m, 1H), 4.62-4.68 (m, 1H), 7.32-7.35 (m, 2H), 7.40-7.42 (m, 1H), 7.48 (d, J 8.4, 1H), 7.55-7.58 (m, 1H), 7.91 (d, J 8.4, 1H), 7.95 (s, 1H); (ES+) m/z 592 (M+H)+.

Provenance & Evidence