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Carbon tetrabromide → Tert-butyl 3-(bromomethyl)-4-fluoropyridin-2-ylcarbamate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Carbon tetrabromide | HCID 11205 | — |
| 反応物 | Triphenylphosphine | HCID 11776 | — |
| 反応物 | [2-(Boc-amino)-4-fluoropyridin-3-yl]methanol | HCID 89656375 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | Tert-butyl 3-(bromomethyl)-4-fluoropyridin-2-ylcarbamate | HCID 89656446 | 52.4% |
反応手順
CBr4 (531 mg, 1.6 mmol) was added to a solution of the product of Step B (242 mg, 1 mmol) in THF (3 mL). Then a solution of triphenylphosphine in THF (1 mL) was added dropwise and the mixture was stirred at room temperature for 3 hours. The mixture was loaded onto a silica gel column. Elution with (EtOAc:PE=1:3) to afford the title compound (160 mg, 52%) as a white solid. 1H-NMR (400 MHz, CDCl3) δ 8.38-8.35 (m, 1H), 7.09 (s, 1H), 6.90-6.86 (m, 1H), 4.61 (s, 2H), 1.54 (s, 9H) ppm MS: M/e 305 (M+1)+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09273046B2 |
| 出典データセット | uspto-grants-2016_03 |
| ORD ID | ord-b5a4c0e78aa4463aab5af3e5f0017092 |
| 出典メモ | uspto-grants-2016_03 |