Methanol → 1-(2-Isopropylamino-6-methyl-pyrimidin-4-yl)-ethanone oxime

HRID 2069469ノート

反応式

HRID 2069469 の反応式
Cl.[NH2:2][OH:3].[CH:4]([NH:7][C:8]1[N:13]=[C:12]([C:14](=O)[CH3:15])[CH:11]=[C:10]([CH3:17])[N:9]=1)([CH3:6])[CH3:5].CO>O.[OH-].[Na+]>[CH:4]([NH:7][C:8]1[N:13]=[C:12]([C:14](=[N:2][OH:3])[CH3:15])[CH:11]=[C:10]([CH3:17])[N:9]=1)([CH3:6])[CH3:5]

参加物

6

反応物 3

HCID 887MethanolHCID 443297Hydroxyamine hydrochlorideHCID 685106621-(2-Isopropylamino-6-methyl-pyrimidin-4-yl)-ethanone

生成物 1

HCID 1363463701-(2-Isopropylamino-6-methyl-pyrimidin-4-yl)-ethanone oxime収率 83.6%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 14798Sodium Hydroxide溶媒

反応条件

温度
80 °C

実験手順

A solution of hydroxylamine hydrochloride (737 mg, 10.6 mmol) in water (3.0 mL) and 1 N aq. NaOH (11 mL) is added to 1-(2-isopropylamino-6-methyl-pyrimidin-4-yl)-ethanone (1.71 g, 8.85 mmol). The solution is stirred at 80° C. for 2 h and MeOH is added to maintain homogeneity of the mixture. The mixture is cooled to rt and the precipitate that forms is collected, washed with water and dried in vacuo to give 1-(2-isopropylamino-6-methyl-pyrimidin-4-yl)-ethanone oxime (1.54 g) as a yellow solid; LC-MS: tR=0.72 min, [M+H]+=209.52; 1H NMR (D6-DMSO): δ 1.15 (d, J=6.5 Hz, 6H), 2.10 (s, 3H), 2.25 (s, 3H), 4.07 (m, 1H), 6.80 (s, 1H), 6.86 (d, J=7.5 Hz, 1H), 11.62 (s, 1H).

後処理

  1. temperatureto maintain homogeneity of the mixture
  2. temperatureThe mixture is cooled to rt
  3. customthe precipitate that forms is collected
  4. washwashed with water
  5. customdried in vacuo

出典と根拠

ORDレコード
ord-5c6b09d1722447c68c9eef1b3a1a2883
出典データセット
uspto-grants-2012_10
特許番号
US08299086B2

反応ノート

読み込み中…