HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(4-((4-(Bromomethyl)benzyl)oxy)-3-chloro-2-hydroxyphenyl)ethanone → 1-(4-{4-[3-(2-Amino-pyrimidin-4-yl)-benzyl]-benzyloxy}-3-chloro-2-hydroxy-phenyl)-ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(4-((4-(Bromomethyl)benzyl)oxy)-3-chloro-2-hydroxyphenyl)ethanone | HCID 57438416 | — |
| Reactant | 4-[3-(5,5-Dimethyl-[1,3,2]dioxaborinan-2-yl)-phenyl]-pyrimidin-2-ylamine | HCID 66699591 | — |
| Product | 1-(4-{4-[3-(2-Amino-pyrimidin-4-yl)-benzyl]-benzyloxy}-3-chloro-2-hydroxy-phenyl)-ethanone | HCID 57884481 | — |
Reaction Steps
The title compound is prepared essentially as described in Example 92 using 4-[3-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-phenyl]-pyrimidin-2-ylamine (327 mg, 1.15 mmol) and 1-[4-(4-bromomethyl-benzyloxy)-3-chloro-2-hydroxy-phenyl]-ethanone (400 mg, 1.08 mmol). The title compound is isolated (109 mg, 0.237 mmol) as a yellow solid: 1H NMR (DMSO-d6) δ 2.10 (s, 3H), 4.04 (s, 2H), 5.30 (s, 2H), 6.62 (m, 2H), 6.88 (d, 1H), 7.08 (m, 1H), 7.29 (m, 2H), 7.40 (m, 4H), 7.92 (m, 3H), 8.28 (d, 1H), 13.12 (s, 1H); MS (m/z): 458.2 (M−1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07598423B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-6202528fe8a142718b3dff73aa92d1a5 |
| Source note | uspto-grants-2009_10 |