Hydroxylamine, N-chloro- → [-2,5,6-Trimethyl-7-(2,4,6-trimethylphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-propan-1-one oxime

HRID 1884352

反応式

HRID 1884352 の反応式
[CH3:1][C:2]1[N:3]=[C:4]([C:22](=O)[CH2:23][CH3:24])[C:5]2[C:10]([CH3:11])=[C:9]([CH3:12])[N:8]([C:13]3[C:18]([CH3:19])=[CH:17][C:16]([CH3:20])=[CH:15][C:14]=3[CH3:21])[C:6]=2[N:7]=1.[OH:26][NH:27]Cl.C([O-])(=O)C.[Na+]>CO>[CH3:1][C:2]1[N:3]=[C:4]([C:22](=[N:27][OH:26])[CH2:23][CH3:24])[C:5]2[C:10]([CH3:11])=[C:9]([CH3:12])[N:8]([C:13]3[C:18]([CH3:19])=[CH:17][C:16]([CH3:20])=[CH:15][C:14]=3[CH3:21])[C:6]=2[N:7]=1

参加物

5

反応物 3

HCID 149953Hydroxylamine, N-chloro-HCID 517045Sodium AcetateHCID 235057331-[-2,5,6-trimethyl-7-(2,4,6-trimethylphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-propan-1-one

生成物 1

HCID 136388382[-2,5,6-Trimethyl-7-(2,4,6-trimethylphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-propan-1-one oxime収率 105.1%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A mixture of 1-[-2,5,6-trimethyl-7-(2,4,6-trimethylphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-propan-1-one (0.598 g, 1.783 mmol), hydroxylamino hydrochloride (0.370 g, 5.35 mmol), sodium acetate (0.439 g, 5.35 mmol) in MeOH (30 ml) was stirred at room temperature for 24 hours. The mixture was concentrated to dryness. The residue was diluted with water and extracted with ethyl acetate. The organic layer was dried and concentrated to give 0.657 g of a white glassy foam. The glassy foam was purified through silica gel column chromatography to separated both E (white crystals, mp 162-164° C., confirmed by X-ray structural analysis) and Z (white crystals, mp 84-87° C.) isomers and a mixture of E and Z isomers (mp −150-190° C.).

後処理

  1. concentrationThe mixture was concentrated to dryness
  2. additionThe residue was diluted with water
  3. extractionextracted with ethyl acetate
  4. customThe organic layer was dried
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-225afdbf07f94301875f13f8b1633af3
出典データセット
uspto-grants-2004_07
特許番号
US06765008B1

関連ノート

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