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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1848731Generated: October 31, 2026

Hexahydrophthalic anhydride, cis- → racemic cis-2-{6-[(1-Methyl-1H-pyrazol-3-yl)methoxy]-1-[2-methyl-4-(trifluoromethoxy)benzyl]-1H-benzimidazol-2-yl}cyclohexanecarboxylic acid

https://huagongshe.com/reaction/1848731

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexahydrophthalic anhydride, cis-HCID 641660—
Reactant5-((1-Methyl-1H-pyrazol-3-yl)methoxy)-N1-(2-methyl-4-(trifluoromethoxy)benzyl)benzene-1,2-diamineHCID 90410155—
Productracemic cis-2-{6-[(1-Methyl-1H-pyrazol-3-yl)methoxy]-1-[2-methyl-4-(trifluoromethoxy)benzyl]-1H-benzimidazol-2-yl}cyclohexanecarboxylic acidHCID 86267446—

Reaction Steps

The title compound was prepared using analogous conditions described in Example 92 using 5-((1-methyl-1H-pyrazol-3-yl)methoxy)-N1-(2-methyl-4-(trifluoromethoxy)benzyl)benzene-1,2-diamine and cis-hexahydroisobenzofuran-1,3-dione in Step D. MS (ESI): mass calcd. for C28H29F3N4O4, 542.20; m/z found, 543.2 [M+H]+. 1H NMR (300 MHz, DMSO-d6) δ 7.71 (d, J=7.7, 1H), 7.58 (d, J=2.2, 1H), 7.35 (s, 1H), 7.24 (s, 1H), 7.15 (s, 1H), 7.01 (d, J=10.0, 1H), 6.42 (d, J=8.8, 1H), 6.18 (d, J=2.2, 1H), 5.72-5.60 (m, 2H), 4.96 (s, 2H), 3.76 (s, 3H), 3.65 (s, 1H), 2.72 (s, 1H), 2.51 (s, 3H), 2.22-1.66 (m, 5H), 1.62-1.33 (m, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952177B2
Source datasetuspto-grants-2015_02
ORD IDord-312ae8fbbb5a4ced8ddb0f5f5edc7593
Source noteuspto-grants-2015_02