N-Methylisobutylamine → HCID 23659703, 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), isobutyl(methyl)amine (38 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 54 mg (58% yield) of a white solid as the title compound. 1H NMR (400 MHz, METHANOL-D4) δ 0.91 (d, J=6.64 Hz, 6 H), 1.46-1.61 (m, 4 H), 1.64 (s, 9 H), 1.82-1.95 (m, 1 H), 2.25-2.45 (m, 1 H), 2.69 (s, 3 H), 2.74 (d, J=7.42 Hz, 2 H), 3.29-3.40 (m, 2 H), 3.87-4.00 (m, 2 H), 4.49 (d, J=7.42 Hz, 2 H), 7.82 (dd, J=8.69, 1.66 Hz, 1 H), 7.98 (d, J=8.79 Hz, 1 H), 8.08 (d, J=1.56 Hz, 1 H); MS (ESI) (M+H)+=422.0; Anal. Calcd for C22H35N3O3S+0.90 TFA+0.20 EtOAc (541.85): C, 54.53; H, 6.98; N, 7.75. Found: C, 54.53; H, 6.99; N, 7.77.

Provenance & Evidence