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Water → Methyl 9-methoxy-1-(2-methoxy-4,6-dimethylpyrimidin-5-yl)-1,2,3,4-tetrahydropyrimido[1,2-a]benzimidazole-6-carboxylate

HRID 1399370
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인쇄 미리보기

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HRID 1399370 반응식
Cl[CH2:2][CH2:3][CH2:4][N:5]1[C:9]2[C:10]([C:16]([O:18][CH3:19])=[O:17])=[CH:11][CH:12]=[C:13]([O:14][CH3:15])[C:8]=2[N:7]=[C:6]1[NH:20][C:21]1[C:22]([CH3:30])=[N:23][C:24]([O:28][CH3:29])=[N:25][C:26]=1[CH3:27].C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[CH3:15][O:14][C:13]1[CH:12]=[CH:11][C:10]([C:16]([O:18][CH3:19])=[O:17])=[C:9]2[C:8]=1[N:7]=[C:6]1[N:20]([C:21]3[C:22]([CH3:30])=[N:23][C:24]([O:28][CH3:29])=[N:25][C:26]=3[CH3:27])[CH2:2][CH2:3][CH2:4][N:5]21
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참가 물질

5

반응물 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 68771677Methyl 1-(3-chloropropyl)-4-methoxy-2-[(2-methoxy-4,6-dimethylpyrimidin-5-yl)amino]-1H-benzimidazole-7-carboxylate

생성물 1

HCID 57785995Methyl 9-methoxy-1-(2-methoxy-4,6-dimethylpyrimidin-5-yl)-1,2,3,4-tetrahydropyrimido[1,2-a]benzimidazole-6-carboxylate수율 89.2%

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

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온도
70 °C

실험 절차

A mixture of methyl 1-(3-chloropropyl)-4-methoxy-2-[(2-methoxy-4,6-dimethylpyrimidin-5-yl)amino]-1H-benzimidazole-7-carboxylate (878.9 mg, 2.03 mmol) and potassium carbonate (0.84 g, 6.08 mmol) in N,N-dimethylformamide (9.0 mL) was stirred at 70° C. for 16 hr. Water was added to the reaction mixture at room temperature and the mixture was extracted with ethyl acetate. The organic layer was washed with water (×3) and brine, dried over anhydrous magnesium sulfate, and concentrated in vacuo. The Precipitated pale yellow solid was collected by filtration, washed with diisopropyl ether to give the title compound (720.7 mg, 1.81 mmol, 89%) as a pale yellow solid.

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with water (×3) and brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated in vacuo
  5. filtrationThe Precipitated pale yellow solid was collected by filtration
  6. washwashed with diisopropyl ether

출처 및 근거

ORD 기록
ord-10360b8e29ec49979f29bc25a962f730
출처 데이터셋
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08901141B2

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