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Acetic Anhydride → HCID 11454267, 화합물

HRID 13806
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HRID 13806 반응식
[NH2:1][C:2]1[C:11]2[C:6](=[N:7][C:8]([C:19]3[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][C:20]=3[Cl:26])=[C:9]([C:12]3[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=3)[CH:10]=2)[N:5]([CH3:27])[C:4](=[O:28])[CH:3]=1.[C:29](OC(=O)C)(=[O:31])[CH3:30]>CN(C1C=CN=CC=1)C.N1C=CC=CC=1>[Cl:18][C:15]1[CH:14]=[CH:13][C:12]([C:9]2[CH:10]=[C:11]3[C:6](=[N:7][C:8]=2[C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][C:20]=2[Cl:26])[N:5]([CH3:27])[C:4](=[O:28])[CH:3]=[C:2]3[NH:1][C:29](=[O:31])[CH3:30])=[CH:17][CH:16]=1
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참가 물질

5

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HCID 7918Acetic AnhydrideHCID 112241864-Amino-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-1-methyl-1,8-naphthyridin-2(1H)-one

생성물 1

HCID 11454267HCID 11454267, 화합물

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 1049Pyridine용매

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온도
85 °C

실험 절차

The product of Example 4 (18 mg) was combined with pyridine (2 mL), acetic anhydride (0.2 mL), and DMAP (5 mg). The reaction was heated to 85° C. for 1 hr at which point LC/MS indicated significant imide formation. The reaction was concentrated and redissolved in 1,4-dioxane before adding aqueous 1 M NaOH (1 mL). After 15 hours at room temperature the reaction was diluted with EtOAc and washed with brine before drying (Na2SO4). The concentrated residue was purified by preparative TLC (silica gel) eluted with EtOAc affording the title compound. HPLC/MS: 471.9 (M+1), 473.9 (M+3); Rt=3.79 inn.

후처리

  1. concentrationThe reaction was concentrated
  2. dissolutionredissolved in 1,4-dioxane
  3. additionbefore adding aqueous 1 M NaOH (1 mL)
  4. additionAfter 15 hours at room temperature the reaction was diluted with EtOAc
  5. washwashed with brine
  6. dry with materialbefore drying (Na2SO4)
  7. customThe concentrated residue was purified by preparative TLC (silica gel)
  8. washeluted with EtOAc affording the title compound

출처 및 근거

ORD 기록
ord-2f9612072c794ace80003ea4bbf6189b
출처 데이터셋
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07728141B2

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