Phosphorus oxychloride → 5-Chloro-3-(4-methoxybenzyl)-6,8-dimethylpyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione

HRID 1260431ノート

反応式

HRID 1260431 の反応式
O[C:2]1[C:11]2[C:10](=[O:12])[N:9]([CH2:13][C:14]3[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=3)[CH:8]=[N:7][C:6]=2[N:5]([CH3:22])[C:4](=[O:23])[C:3]=1[CH3:24].P(Cl)(Cl)([Cl:27])=O>>[Cl:27][C:2]1[C:11]2[C:10](=[O:12])[N:9]([CH2:13][C:14]3[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=3)[CH:8]=[N:7][C:6]=2[N:5]([CH3:22])[C:4](=[O:23])[C:3]=1[CH3:24]

参加物

3

反応物 2

HCID 24813Phosphorus oxychlorideHCID 598230495-Hydroxy-3-(4-methoxybenzyl)-6,8-dimethylpyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione2 回

生成物 1

HCID 593344495-Chloro-3-(4-methoxybenzyl)-6,8-dimethylpyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione収率 89%

反応条件

温度
80 °C

実験手順

5-Hydroxy-3-(4-methoxybenzyl)-6,8-dimethylpyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione (10 g, 30.6 mmol, compound 8B) was suspended in phosphorus oxychloride (28 mL, 306 mmol) and heated at 80° C. for 5 hours. The solution was evaporated in vacuo, and the residue taken up in DCM and washed with saturated sodium bicarbonate solution until the neutral pH was observed. The organic layer was dried over magnesium sulfate and evaporated to dryness. The residue was purified by silica chromatography using 1% methanol in DCM as eluent to yield 9.28 g of title compound (89%). [M+H] calc'd for C17H16ClN3O3, 346. found, 346.

後処理

  1. customThe solution was evaporated in vacuo
  2. washwashed with saturated sodium bicarbonate solution until the neutral pH
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. customevaporated to dryness
  5. customThe residue was purified by silica chromatography

出典と根拠

ORDレコード
ord-1f00c5551c164d09a0bb09d569eb64db
出典データセット
uspto-grants-2013_06
特許番号
US08470837B2

反応ノート

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