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Sodium hydride → HCID 69417907, 화합물

HRID 1594504
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HRID 1594504 반응식
[Cl:1][C:2]1[C:23]([Cl:24])=[CH:22][C:5]2[NH:6][C:7]([NH:9][C:10]3[CH:15]=[CH:14][C:13]([CH:16]4[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]4)=[CH:12][CH:11]=3)=[N:8][C:4]=2[CH:3]=1.[H-].[Na+].[CH3:27][O:28][C:29](=[O:38])[C:30]1[CH:35]=[CH:34][C:33]([CH2:36]Br)=[CH:32][CH:31]=1>CN(C=O)C.[NH4+].[Cl-]>[Cl:24][C:23]1[C:2]([Cl:1])=[CH:3][C:4]2[N:8]([CH2:36][C:33]3[CH:34]=[CH:35][C:30]([C:29]([O:28][CH3:27])=[O:38])=[CH:31][CH:32]=3)[C:7]([NH:9][C:10]3[CH:11]=[CH:12][C:13]([CH:16]4[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]4)=[CH:14][CH:15]=3)=[N:6][C:5]=2[CH:22]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 24758Sodium hydrideHCID 256687Methyl 4-(bromomethyl)benzoateHCID 69417851HCID 69417851, 화합물

생성물 1

HCID 69417907HCID 69417907, 화합물

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 25517Ammonium Chloride용매

실험 절차

To the title compound of Example 4, Step A (1.1 mmol, 400 mg) in DMF (2 mL) was added NaH (1.2 mmol, 49 mg of 60% suspension in mineral oil). After 25 min methyl-4-(bromomethyl)benzoate (1.2 mmol, 280 mg) was added and the reaction mixture was allowed to stand at ambient temperature for 30 min. The reaction was diluted with saturated NH4Cl (5 mL), and the crude product was extracted into EtOAc. The organic phase was dried with Na2SO4 and concentrated in vacuo. Flash chromatography on silica eluting with 15% EtOAc in hexanes afforded the product as a yellow solid. LC-MS (ESI, Method C): 4.44 min, m/z 508.1 (M+1).

후처리

  1. extractionthe crude product was extracted into EtOAc
  2. dry with materialThe organic phase was dried with Na2SO4
  3. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-dea37ce218fe4fea82bbd165579833ef
출처 데이터셋
uspto-grants-2007_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07301036B2

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