Hydrochloric Acid → HCID 136340674, 화합물

HRID 920519노트

반응식

HRID 920519 반응식
[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]

참가 물질

4

반응물 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

생성물 1

HCID 136340674HCID 136340674, 화합물수율 75.2%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-b1b26d70cb1e44658d2a8803731218b9
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09273055B2

반응 노트

불러오는 중…