HCID 15524163, compound → Methyl 2-[({4-[1-(t-butoxycarbonyl)propyl]benzenesulfonylamino}carbonyl)amino]-4-chlorobenzoate

Participants

Reaction Steps

From 1.02 g (3.41 mmol) of tert-butyl (±)-2-(4-aminosulfonylphenyl)butyrate and 1.04 g (3.41 mmol) of methyl 4-chloro-2-N-phenoxycarbonylanthranilate in a manner similar to Preparation Example 1, 1.46 g (yield 84%) of methyl 2-[({4-[1-(t-butoxycarbonyl)propyl]benzenesulfonylamino}carbonyl)amino]-4-chlorobenzoate (property: colorless amorphous, PMR (δppm, CDCl3): 0.89 (3H, t), 1.38 (9H, s), 1.69-1.76 (1H, m), 2.03-2.10 (1H, m), 3.42 (1H, t), 3.94 (3H, s), 7.04 (1H, d), 7.47 (2H, d), 7.93 (1H, d), 8.01 (2H, d), 8.45 (1H, br), 11.04 (1H, br)) was obtained. Then, 4.3 ml (8.6 mmol) of 2N sodium hydroxide was used in a similar manner to prepare 1.43 g of a carboxylic acid. Using 463 mg (2.86 mmol) of CDI, 970 mg (yield 71%: 2 steps) of (±)-2-{4-[(7-chloro-2,4(1H,3H)-quinazoline-3-yl)sulfonyl]phenyl}butyric acid t-butylester was obtained.

Provenance & Evidence