HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile → 3'-(3-Amino-1-cyclopropyl-1H-isoindol-1-yl)-5-methoxybiphenyl-2-carbonitrile acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile | HCID 59764021 | — |
| Reactant | 1-(3-Bromophenyl)-1-cyclopropyl-1H-isoindol-3-amine acetate | HCID 67272319 | — |
| Product | 3'-(3-Amino-1-cyclopropyl-1H-isoindol-1-yl)-5-methoxybiphenyl-2-carbonitrile acetate | HCID 24874646 | 51% |
Reaction Steps
The title compound was prepared in 51% yield as described for Example 78 (Scheme #14, N) starting from 1-(3-bromophenyl)-1-cyclopropyl-1H-isoindol-3-amine acetate (Scheme #15, O) and 4-methoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile: 1H NMR (DMSO-d6) δ 7.89-7.84 (m, 2 H), 7.75-7.68 (m, 1 H), 7.68-7.63 (m, 1 H), 7.56-7.51 (m, 1 H), 7.43-7.35 (m, 4 H), 7.12 (dd, J=8.66, 2.64 Hz, 1 H), 7.06 (d, J=2.51 Hz, 1 H), 3.89 (s, 3 H), 1.92-1.83 (m, 4 H), 0.49-0.38 (m, 2 H), 0.25-0.16 (m, 1 H), −0.04-0.03 (m, 1 H): MS (ES) m/z 380 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07855213B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-b5013f2e8b9041bcb83ee2fbd49ea144 |
| Source note | uspto-grants-2010_12 |