2-Chloro-4-hydrazinylbenzonitrile hydrochloride → HCID 24983915, compound

Participants

Reaction Steps

The title compound was prepared from N-(6-(cyclopentylmethylene)-5-oxo-5,6,7,8-tetrahydronaphthalen-2-yl)acetamide; Preparation 36 and 2-chloro-4-hydrazinylbenzonitrile hydrochloride (Preparation 1) according to Method B (tan solid, 159 mg, 0.37 mmol, 59% yield). The title compound was largely present as (O)—N-((3RS,3aSR)-2-(3-chloro-4-cyanophenyl)-3-cyclopentyl-3,3a,4,5-tetrahydro-2H-benzo[g]indazol-7-yl)acetamide. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.08-1.59 (m, 7H), 1.65-1.87 (m, 2H), 1.98-2.05 (m, 1H), 2.06 (s, 3H), 2.13-2.24 (m, 1H), 2.78-2.97 (m, 2H), 3.51 (ddd, J=13.56, 9.26, 4.83 Hz, 1H), 4.86 (dd, J=9.26, 5.50 Hz, 1H), 7.11 (dd, J=9.26, 1.48 Hz, 1H), 7.32 (d, J=1.88 Hz, 1H), 7.46 (dd, J=8.59, 1.88 Hz, 1H), 7.60 (s, 1H), 7.64 (d, J=8.86 Hz, 1H), 7.93 (d, J=8.59 Hz, 1H), 10.11 (s, 1H). ES-MS m/z 433 (M+H).

Provenance & Evidence