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3-Methoxypropylamine → 1,2-Dimethylimidazol-5-yl-2-{4-[N-(2-mesylethyl)sulphamoyl]anilino}pyrimidine

HRID 1064313
ノート
印刷プレビュー

反応式

HRID 1064313 の反応式
COC[CH2:4][CH2:5][NH2:6].[CH3:7][N:8]1[C:12]([C:13]2[CH:18]=[CH:17][N:16]=[C:15]([NH:19][C:20]3[CH:25]=[CH:24][C:23]([S:26](F)(=[O:28])=[O:27])=[CH:22][CH:21]=3)[N:14]=2)=[CH:11][N:10]=[C:9]1[CH3:30]>CN(C)C1C=CN=CC=1.CN1C(=O)CCC1>[CH3:7][N:8]1[C:12]([C:13]2[CH:18]=[CH:17][N:16]=[C:15]([NH:19][C:20]3[CH:25]=[CH:24][C:23]([S:26](=[O:28])(=[O:27])[NH:6][CH2:5][CH2:4][S:26]([CH3:23])(=[O:28])=[O:27])=[CH:22][CH:21]=3)[N:14]=2)=[CH:11][N:10]=[C:9]1[CH3:30]
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 2

HCID 16723-MethoxypropylamineHCID 222735054-(1,2-Dimethylimidazol-5-yl)-2-(4-(fluorosulphonyl)anilino)pyrimidine

生成物 1

HCID 696657941,2-Dimethylimidazol-5-yl-2-{4-[N-(2-mesylethyl)sulphamoyl]anilino}pyrimidine収率 161.6%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
100 °C

実験手順

4-Dimethylaminopyridine (3 mg, 0.025 mmol) and 3-methyoxypropylamine (200 μl, 2 mmol) were added to a solution of 4-(1,2-dimethylimidazol-5-yl)-2-(4-(fluorosulphonyl)anilino)pyrimidine (Method 59; 87 mg, 0.25 mmol) in NMP (1 mL) and the mixture heated at 100° C. for 18 hours. The mixture was allowed to cool to ambient temperature and the solvent removed by evaporation. The residue was purified by preparative LCMS (constant flow of 5% v/v (35% NH3 in MeOH) with a gradient of H2O:CH3CN (5:95 increasing in polarity to 95:5) over 7.5 min) to give the title compound (91 mg, 81%) as a solid. NMR 2.38 (s, 3H), 2.97 (s, 3H), 3.11 (m, 2H), 3.21 (m, 2H), 3.95 (s, 3H), 7.20 (d, 1H), 7.61 (s, 1H), 7.75 (m, 3H), 7.95 (d, 2H), 8.43 (d, 1H), 9.95 (s, 1H); m/z 451.

後処理

  1. temperatureto cool to ambient temperature
  2. customthe solvent removed by evaporation
  3. customThe residue was purified by preparative LCMS (constant flow of 5% v/v (35% NH3 in MeOH) with a gradient of H2O:CH3CN (5:95 increasing in polarity to 95:5) over 7.5 min)

出典と根拠

ORDレコード
ord-5ba85213a1304ef79839f1ab60ac58a3
出典データセット
uspto-grants-2005_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06969714B2

反応ノート

読み込み中…

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