化工社化工社 化学情報印刷レポート · 研究参考用
Acrolein → 6-Tert-butyl-3,8-dibromoquinoline
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Acrolein | HCID 7847 | — |
| 反応物 | Bromine | HCID 24408 | — |
| 反応物 | 2-Methoxypyridine | HCID 74201 | — |
| 反応物 | (S)-3-N-Boc-aminomethyl pyrrolidine | HCID 1519426 | — |
| 反応物 | 2-Bromoquinoline | HCID 2762756 | — |
| 反応物 | HCID 67127329 | HCID 67127329 | — |
| 反応物 | 2-Bromo-4-tert-butyl naphthalene | HCID 67414933 | — |
| 生成物 | 6-Tert-butyl-3,8-dibromoquinoline | HCID 68793496 | — |
反応手順
6-tert-butyl-3,8-dibromoquinoline (180) is prepared from 2-bromo-4-tert-butyl naphthalene using acrolein and bromine in accord with the procedure in step 2 of example 7. Introduction of 1-pyrrolidin-3-ylmethyl methansulfonamide moiety can be carried out with (S)-1-pyrrolidin-3-ylmethyl-carbamic acid tert-butyl ester in accord with the procedures in steps 1 to 3 of example 19. Introduction of the pyridine ring is carried out by a Suzuki condensation of the bromoquinoline intermediate with 115 in accord with the procedure in step 2 of example 24 and subsequent demethylation of the methyl pyridinyl ether in accord with the procedure in step 6 of example 22 to afford I-60.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08487103B2 |
| 出典データセット | uspto-grants-2013_07 |
| ORD ID | ord-d90f7e82499a4d47aa1d7b8c7cefc974 |
| 出典メモ | uspto-grants-2013_07 |