HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl [7-bromo-4-(3,4-dimethylphenyl)-2-methyl-1-oxo-1,2-dihydro-3-isoquinolinyl][(1,1-dimethylethyl)oxy]acetate → 2-Tert-butoxy-2-[4-(3,4-dimethylphenyl)-7-isobutyl-2-methyl-1-oxo-3-isoquinolyl]acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl [7-bromo-4-(3,4-dimethylphenyl)-2-methyl-1-oxo-1,2-dihydro-3-isoquinolinyl][(1,1-dimethylethyl)oxy]acetate | HCID 68295047 | — |
| Reactant | HCID 178448254 | HCID 178448254 | — |
| Product | 2-Tert-butoxy-2-[4-(3,4-dimethylphenyl)-7-isobutyl-2-methyl-1-oxo-3-isoquinolyl]acetic acid | HCID 71596144 | — |
Reaction Steps
The title compound was prepared in two steps in a manner similar to that described in Example 171 from methyl 2-(7-bromo-4-(3,4-dimethylphenyl)-2-methyl-1-oxo-1,2-dihydroisoquinolin-3-yl)-2-(tert-butoxy)acetate and isobutylzinc(II) bromide and was isolated as a white solid (11.7 mg, 37%) after reverse phase chromatography: 1H NMR (400 MHz, CHLOROFORM-d) δ=8.27 (s, 1 H), 7.42-7.22 (m, 3 H), 7.16-7.00 (m, 2 H), 5.35 (m, 1 H), 3.70 (s, 3 H), 2.61 (m, 2 H), 2.36 (m, 3 H), 2.32 (m, 3 H), 2.00-1.85 (m, 1 H), 1.07 (m, 9 H), 0.96-0.85 (m, 6 H); LC/MS (m/z) ES+=450 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09029391B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-14d7f769988743179b6999bbe4e40a94 |
| Source note | uspto-grants-2015_05 |