Hydrochloric Acid → HCID 136340674、化合物

HRID 920519ノート

反応式

HRID 920519 の反応式
[CH3:1][N:2]([CH3:37])[CH2:3][CH2:4][N:5]1[C:13](=[O:14])[C:12]2[CH:11]=[C:10]3[NH:15][C:16]([C:18]4[C:19]([O:34]C)=[N:20][CH:21]=[CH:22][C:23]=4[O:24][CH:25]([CH3:33])[CH2:26][C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)=[N:17][C:9]3=[CH:8][C:7]=2[C:6]1=[O:36].Cl>O1CCOCC1>[CH3:37][N:2]([CH3:1])[CH2:3][CH2:4][N:5]1[C:13](=[O:14])[C:12]2[CH:11]=[C:10]3[NH:15][C:16]([C:18]4[C:19](=[O:34])[NH:20][CH:21]=[CH:22][C:23]=4[O:24][CH:25]([CH3:33])[CH2:26][C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)=[N:17][C:9]3=[CH:8][C:7]=2[C:6]1=[O:36]

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 666906826-(2-(Dimethylamino)ethyl)-2-(2-methoxy-4-((1-phenylpropan-2-yl)oxy)pyridine-3-yl)imidazo[4,5-f]isoindole-5,7(1H,6H)-dione

生成物 1

HCID 136340674HCID 136340674、化合物収率 75.2%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

6-(2-(Dimethylamino)ethyl)-2-(2-methoxy-4-((1-phenylpropan-2-yl)oxy)pyridine-3-yl)imidazo[4,5-f]isoindole-5,7(1H,6H)-dione (0.52 g, 1.04 mmol) was dissolved in 30 mL of 1,4-dioxane at rt. 5 mL of concentrated HCl was added. The reaction mixture was stirred at rt for 12 h. The volatile was removed under reduced pressure. The residue was washed with 20 mL of saturated K2CO3 solution. The pale-yellow precipitate was purified by column chromatography (silica-gel, CH2Cl2/MeOH=7/3 v/v) to give a pale-yellow solid product, 0.38 g, 75.2% yield. MS: 486.8 [M+H]+. 1H-NMR (DMSO-d6, 500 MHz): δ 13.24 (s, 1H), 11.98 (s, 1H), 8.03 (s, 2H), 7.60 (d, 1H, J=7.0 Hz), 7.34-7.32 (m, 2H), 7.12-7.09 (m, 3H), 6.46 (d, 1H, J=7.5 Hz), 4.93-4.87 (m, 1H), 3.70 (t, 2H, J=7.0 Hz), 3.03-2.91 (m, 2H), 2.52 (t, 2H, J=7.0 Hz), 2.19 (s, 6H), 1.27 (d, 3H, J=6.0 Hz).

後処理

  1. customThe volatile was removed under reduced pressure
  2. washThe residue was washed with 20 mL of saturated K2CO3 solution
  3. customThe pale-yellow precipitate was purified by column chromatography (silica-gel, CH2Cl2/MeOH=7/3 v/v)
  4. customto give a pale-yellow solid product, 0.38 g, 75.2% yield

出典と根拠

ORDレコード
ord-b1b26d70cb1e44658d2a8803731218b9
出典データセット
uspto-grants-2016_03
特許番号
US09273055B2

反応ノート

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