Lithium borohydride → HCID 58012359, 화합물

HRID 1698574노트

반응식

HRID 1698574 반응식
C([O:4][C:5](=O)[CH2:6][N:7]1[C:11]2[C:12]([CH:17]([CH2:20][CH3:21])[CH2:18][CH3:19])=[CH:13][CH:14]=[C:15]([Cl:16])[C:10]=2[N:9]=[C:8]1[NH:22][C:23]1[C:28]([CH3:29])=[CH:27][C:26]([Cl:30])=[CH:25][C:24]=1[O:31][CH3:32])(C)C.[BH4-].[Li+]>O1CCCC1.O>[Cl:16][C:15]1[C:10]2[N:9]=[C:8]([NH:22][C:23]3[C:28]([CH3:29])=[CH:27][C:26]([Cl:30])=[CH:25][C:24]=3[O:31][CH3:32])[N:7]([CH2:6][CH2:5][OH:4])[C:11]=2[C:12]([CH:17]([CH2:20][CH3:21])[CH2:18][CH3:19])=[CH:13][CH:14]=1

참가 물질

5

반응물 2

HCID 4148881Lithium borohydrideHCID 58012354HCID 58012354, 화합물

생성물 1

HCID 58012359HCID 58012359, 화합물수율 62.3%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of isopropyl[4-chloro-2-[(4-chloro-2-methoxy-6-methylphenyl)amino]-7-(1-ethylpropyl)-1H-benzimidazol-1-yl]acetate (453 mg, 0.920 mmol) in tetrahydrofuran (5 mL) was added lithium tetrahydroborate (60 mg, 2.76 mmol), and the mixture was refluxed for 2 hours. After cooling, the reaction mixture was diluted with water and extracted with ethyl acetate (X2). The combined organic layer was washed with brine (X1), dried over sodium sulfate and concentrated in vacuo. The residual solid was recrystallized with ethyl acetate-n-hexane to give 250 mg (0.573 mmol, 62.3%) of the title compound as a colorless crystal. The filtrate was concentrated in vacuo, and the residual solid was recrystallized with ethyl acetate-hexane to give 91 mg (0.209 mmol, 22.7%) of the title compound as a colorless crystal.

후처리

  1. temperaturethe mixture was refluxed for 2 hours
  2. temperatureAfter cooling
  3. extractionextracted with ethyl acetate (X2)
  4. washThe combined organic layer was washed with brine (X1)
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated in vacuo
  7. customThe residual solid was recrystallized with ethyl acetate-n-hexane

출처 및 근거

ORD 기록
ord-c66c115ebabc40cd8f52c1c70a1dacd5
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08163935B2

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