HuagongsheHuagongshe Chemistry Print Report · For research reference only
(5-Bromo-1,3-thiazol-2-yl)methanol → 4-(2,3-Dimethylphenoxy)-1-(5-(2-(hydroxymethyl)thiazol-4-yl)-3,4-dihydroquinolin-1(2H)-yl)butan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (5-Bromo-1,3-thiazol-2-yl)methanol | HCID 11953783 | — |
| Reactant | Methyl 4-bromopicolinate | HCID 12828947 | — |
| Reactant | Methyl 4-(1-(4-(2,3-dimethylphenoxy)butanoyl)-1,2,3,4-tetrahydroquinolin-5-yl)picolinate | HCID 70982851 | — |
| Product | 4-(2,3-Dimethylphenoxy)-1-(5-(2-(hydroxymethyl)thiazol-4-yl)-3,4-dihydroquinolin-1(2H)-yl)butan-1-one | HCID 70981977 | — |
Reaction Steps
The title compound was prepared using a procedure analogous to methyl 4-(1-(4-(2,3-dimethylphenoxy)butanoyl)-1,2,3,4-tetrahydroquinolin-5-yl)picolinate except that methyl 4-bromopicolinate was replaced with (5-bromothiazol-2-yl)methanol. LCMS, [M+H]+=437.1. 1H NMR (400 MHz, CDCl3) δ 7.33 (d, J=7.0 Hz, 1H), 7.26-7.19 (m, 2H), 7.06 (s, 1H), 7.03-6.95 (m, 1H), 6.73 (d, J=7.5 Hz, 1H), 6.63 (d, J=8.2 Hz, 1H), 5.01 (s, 2H), 3.92 (t, J=5.2 Hz, 2H), 3.79 (t, J=6.9 Hz, 2H), 2.74 (t, J=7.3 Hz, 2H), 2.62 (t, J=6.2 Hz, 2H), 2.25-2.11 (m, 5H), 1.93 (s, 3H), 1.89-1.80 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09062028B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-905507041f944932852f59bdec2cbeb1 |
| Source note | uspto-grants-2015_06 |