Methanamine, N-methoxy-, hydrochloride (1:1) → HCID 23659706, compound

Participants

Reaction Steps

Following the same procedure in Example 1, Step A, using 2-tert-butyl-1-(tetrahydro-2H-pyran-4-ylmethyl)-1H-benzimidazole-5-sulfonyl chloride (82 mg, 0.22 mmol), N,O-dimethylhydroxylamine hydrochloride (43 mg, 0.44 mmol) and DMAP (54 mg, 0.44 mmol) in MeCN (4 mL). The crude product was purified by MPLC using Hex/EtOAc (1:1) on silica gel to give 22 mg (25% yield) of a white solid as the title compound. 1H NMR (400 MHz, METHANOL-D4) δ 1.41-1.55 (m, 4 H), 1.57 (s, 9 H), 2.26-2.40 (m, 1 H), 2.72 (s, 3 H), 3.30-3.37 (m, 2 H), 3.76 (s, 3 H), 3.86-3.95 (m, 2 H), 4.38 (d, J=7.42 Hz, 2 H), 7.73 (dd, J=8.6, 1.6 Hz, 1 H), 7.78 (d, J=8.2 Hz, 1 H), 8.10 (d, J=0.98 Hz, 1 H); MS (ESI) (M+H)+=396.0; Anal. Calcd for C19H29N3O4S+0.30 EtOAc (421.96): C, 57.50; H, 7.50; N, 9.96. Found: C, 57.88; H, 7.48; N, 9.95

Provenance & Evidence