Lithium iodide → Bms-707035

HRID 720280ノート

反応式

HRID 720280 の反応式
[F:1][C:2]1[CH:29]=[CH:28][C:5]([CH2:6][NH:7][C:8]([C:10]2[N:11]=[C:12]([N:20]3[CH2:25][CH2:24][CH2:23][CH2:22][S:21]3(=[O:27])=[O:26])[N:13]([CH3:19])[C:14](=[O:18])[C:15]=2[O:16]C)=[O:9])=[CH:4][CH:3]=1.[I-].[Li+]>N1C(C)=CC(C)=CC=1C>[F:1][C:2]1[CH:29]=[CH:28][C:5]([CH2:6][NH:7][C:8]([C:10]2[N:11]=[C:12]([N:20]3[CH2:25][CH2:24][CH2:23][CH2:22][S:21]3(=[O:27])=[O:26])[N:13]([CH3:19])[C:14](=[O:18])[C:15]=2[OH:16])=[O:9])=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 66321Lithium iodideHCID 58739064HCID 58739064、化合物

生成物 1

HCID 54682040Bms-707035収率 52.3%

試薬・触媒・溶媒 1

HCID 79532,4,6-Trimethylpyridine溶媒

反応条件

温度
120 °C

実験手順

A mixture of 2-(1,1-dioxo-1λ6-[1,2]thiazinan-2-yl)-5-methoxy-1-methyl-6-oxo-1,6-dihydro-pyrimidine-4-carboxylic acid 4-fluoro-benzylamide (0.115 g, 0.27 mmol) in 2,4,6-collidine (3 ml) was treated with lithium iodide (0.060 g) and the resulting mixture was heated at 120° C. for 30 min. The collidine was then evaporated in vacuo, the residue was diluted with a small volume of water and the pH was adjusted to a value of 7 with 0.1 N hydrochloric acid. The aqueous phase was extracted three times with dichloromethane and the combined organic extracts were washed with brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by chromatography on reversed phase silica gel (Waters, C-18, 125 A, elution with water-acetonitrile 7:3 to 6:4) to give 0.058 g (52% yield) of the title amide as a white solid; mp 226–227° C. (dichloromethane-ethanol).

後処理

  1. customThe collidine was then evaporated in vacuo
  2. additionthe residue was diluted with a small volume of water
  3. extractionThe aqueous phase was extracted three times with dichloromethane
  4. washthe combined organic extracts were washed with brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by chromatography on reversed phase silica gel (Waters, C-18, 125 A,
  8. washelution with water-acetonitrile 7:3 to 6:4)

出典と根拠

ORDレコード
ord-eb23988a48954a929563fb78fd4aac3c
出典データセット
uspto-grants-2006_11
特許番号
US07135467B2

反応ノート

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