HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hexahydrophthalic anhydride, cis- | HCID 641660 | — |
| Reactant | 5-((1-Methyl-1H-pyrazol-3-yl)methoxy)-N1-(2-methyl-4-(trifluoromethoxy)benzyl)benzene-1,2-diamine | HCID 90410155 | — |
| Product | racemic cis-2-{6-[(1-Methyl-1H-pyrazol-3-yl)methoxy]-1-[2-methyl-4-(trifluoromethoxy)benzyl]-1H-benzimidazol-2-yl}cyclohexanecarboxylic acid | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08952177B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-312ae8fbbb5a4ced8ddb0f5f5edc7593 |
| Source note | uspto-grants-2015_02 |