Yield:1337920-25-8 45%

Reaction Conditions:

in dichloromethane at 20; for 2 h;

Steps:

Compound 84: 5-[[3-(1 1,1 2-didehydrodibenz[b,f]azocin-5(6H)-yI)-3-oxopropyl]amino]-5-oxopentanoic acid

To a solution of DBCO-amine (50 mg, 180.9 pmol) in DCM (2 mL) was added glutaricanhydride (21.1 mg, 180.9 pmol). The reaction medium was stirred for 2 h at RT,concentrated in vacuo and purified by flash chromatography on 4 g of silica gel(gradient elution DCM/MeOH) to give 32.6 mg of compound 84 (45%).RMN 1H (400 MHz, ? in ppm, DMSO-d6): 1.59 (m, 2 H) ; 1.81 (m, 1 H); 1.94 (t, J =7.4 Hz, 2 H); 2.11 (t, J = 7.4 Hz, 2 H); 2.40 (m, 1 H); 2.91 (m, 1 H); 3.09 (m, 1 H);3.62 (d, J = 14.2 Hz, 1 H); 5.13 (d, J = 14.2 Hz, 1 H); 7.38 to 7.53 (m, 6 H); 7.56 to7.67 (m, 3 H); 12.05 (broad m, 1 H).

References:

WO2018/206635,2018,A1 Location in patent:Page/Page column 254