Sodium Iodide → HCID 68836076, compound

Participants

Reaction Steps

Deprotection of N1-BOC-[(3S,1R)-3-(2H-benzo[d][1,2,3]triazol-2-ylmethyl)cyclopentylamine (420 mg, 1.33 mmol), the more polar isomer obtained from Example 70, Step 1 using TFA (2 ml) in dry dichloromethane (2 ml) as described in Example 1, Step 2 gave 438 mg (100%) of the amine as its TFA salt, which was used as such for the next step. Step 2: Coupling reaction of Step 1 intermediate (438 mg, 1.33 mmol) with Intermediate 17 (160 mg, 0.93 mmol) in the presence of potassium carbonate (735 mg, 5.32 mmol) and NaI (140 mg, 0.93 mmol) in THF (30 ml) as described in Example 1, Step 3 gave 100 mg of the product as a white solid; IR (neat) 3325, 2951, 2241, 1662, 1414, 1216, 1033 cm−1; 1H NMR (CDCl3, 300 MHz) δ 1.22–1.33 (m, 1H), 1.54–2.33 (m, 10H), 2.72–2.83 (m, 1H), 3.12–3.21 (m, 1H), 3.31–3.68 (m, 4H), 4.73 (d, J=7.5 Hz, 2H), 4.76 (d, J=4.5 Hz, 1H), 7.35–7.40 (m, 2H), 7.83–7.88 (m, 2H).

Provenance & Evidence