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Sodium bis(trimethylsilyl)amide → HCID 68881132, 화합물

HRID 1785145
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HRID 1785145 반응식
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH2:15][CH2:16][CH2:17][N:18]3[CH2:23][CH2:22][N:21]([CH3:24])[CH2:20][C:19]3=[O:25])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][N:3]=1.[NH2:26][C:27]1[C:32]2[O:33][CH2:34][O:35][C:31]=2[C:30]([C:36]#[C:37][CH2:38][NH:39][C:40](=[O:44])[N:41]([CH3:43])[CH3:42])=[CH:29][C:28]=1[Cl:45].C[Si]([N-][Si](C)(C)C)(C)C.[Na+]>CN(C=O)C>[Cl:45][C:28]1[CH:29]=[C:30]([C:36]#[C:37][CH2:38][NH:39][C:40](=[O:44])[N:41]([CH3:42])[CH3:43])[C:31]2[O:35][CH2:34][O:33][C:32]=2[C:27]=1[NH:26][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH2:15][CH2:16][CH2:17][N:18]3[CH2:23][CH2:22][N:21]([CH3:24])[CH2:20][C:19]3=[O:25])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][N:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 2724254Sodium bis(trimethylsilyl)amideHCID 68881428HCID 68881428, 화합물HCID 866015631-{3-[(4-Chloro-6-methoxyquinazolin-7-yl)oxy]propyl}-4-methylpiperazin-2-one

생성물 1

HCID 68881132HCID 68881132, 화합물수율 81.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

This was prepared by the method described in example 4 but using 1-{3-[(4-chloro-6-methoxyquinazolin-7-yl)oxy]propyl}-4-methylpiperazin-2-one (140 mg, 0.38 mmol), N′-[3-(7-amino-6-chloro-1,3-benzodioxol-4-yl)prop-2-yn-1-yl]-N,N-dimethylurea (125 mg, 0.42 mmol) and sodium bis(trimethylsilyl)amide (1.0M in THF, 0.81 ml) in DMF (2 ml). The crude product was purified by column chromatography on silica using increasing concentrations of methanolic ammonia in dichloromethane as eluent. There was thus obtained the title compound (193 mg, 81%) as a pale yellow solid; NMR Spectrum:(DMSOd6) 2.03 (quintet, 2H), 2.20 (s, 3H), 2.59 (t, 2H), 2.81 (s, 6H), 2.91 (s, 2H), 3.33 (t, 2H), 3.48 (t, 2H), 3.94 (s, 3H), 4.10 (d, 2H), 4.14 (t, 2H), 6.14 (s, 2H), 6.82 (t, 1H), 7.07 (s, 1H), 7.16 (s, 1H), 7.82 (s, 1H), 8.32 (s, 1H), 9.49 (s, 1H); Mass Spectrum: M+H+ 624/626.

후처리

  1. customThis was prepared by the method
  2. customThe crude product was purified by column chromatography on silica using
  3. temperatureincreasing concentrations of methanolic ammonia in dichloromethane as eluent

출처 및 근거

ORD 기록
ord-cbc5759bd06e4d7e9967c05197de00e0
출처 데이터셋
uspto-grants-2009_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07504408B2

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