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Hydrochloric Acid → n2-[4-(Dimethylphosphoryl)-2-methoxyphenyl]-n4-[2-(propan-2-ylsulfonyl)phenyl]pyrimidine-2,4-diamine

HRID 921300
ノート
印刷プレビュー

反応式

HRID 921300 の反応式
Cl[C:2]1[N:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[S:15]([CH:18]([CH3:20])[CH3:19])(=[O:17])=[O:16])[CH:5]=[CH:4][N:3]=1.[CH3:21][P:22]([C:25]1[CH:31]=[CH:30][C:28]([NH2:29])=[C:27]([O:32][CH3:33])[CH:26]=1)([CH3:24])=[O:23].Cl>COCCO>[CH3:24][P:22]([C:25]1[CH:31]=[CH:30][C:28]([NH:29][C:2]2[N:7]=[C:6]([NH:8][C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[S:15]([CH:18]([CH3:20])[CH3:19])(=[O:17])=[O:16])[CH:5]=[CH:4][N:3]=2)=[C:27]([O:32][CH3:33])[CH:26]=1)([CH3:21])=[O:23]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 67052699(4-Amino-3-methoxyphenyl)dimethylphosphine oxideHCID 866687912-Chloro-N-(2-(isopropylsulfonyl)phenyl)pyrimidin-4-amine

生成物 1

HCID 68165220n2-[4-(Dimethylphosphoryl)-2-methoxyphenyl]-n4-[2-(propan-2-ylsulfonyl)phenyl]pyrimidine-2,4-diamine収率 72%

試薬・触媒・溶媒 1

HCID 80192-Methoxyethanol
溶媒

反応条件

温度
90 °C

実験手順

To a solution of 2-chloro-N-[2-(propan-2-ylsulfonyl)phenyl]-pyrimidin-4-amine (0.017 g, 0.054 mmol) in 0.5 mL of 2-methoxyethanol in a vial was added 4-(dimethylphosphoryl)-2-methyoxyaniline (0.010 g, 0.044 mmol) as the HCl salt. The vial was sealed and the reaction was heated at 90° C. for 16 h. The reaction was quenched with 1N NaOH solution and the solution extracted ethyl acetate. The organic layers were combined, washed with saturated sodium chloride solution, dried with sodium sulfate, filtered and concentrated. The crude residue was purified by silica gel chromatography (0-10% 7N ammonia in methanol:dichloromethane) to afford the desired compound (15 mg, 72% yield). MS/ES+: m/z=475.

後処理

  1. customThe vial was sealed
  2. customThe reaction was quenched with 1N NaOH solution
  3. extractionthe solution extracted ethyl acetate
  4. washwashed with saturated sodium chloride solution
  5. dry with materialdried with sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customThe crude residue was purified by silica gel chromatography (0-10% 7N ammonia in methanol:dichloromethane)

出典と根拠

ORDレコード
ord-0d28e4c128d94da8b009f64ff0600c5a
出典データセット
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09273077B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート