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Dimethylformamide → Bilastine Ester

HRID 472803
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인쇄 미리보기

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HRID 472803 반응식
[CH3:1][O:2][C:3](=[O:30])[C:4]([C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH2:14][N:15]2[CH2:20][CH2:19][CH:18]([C:21]3[NH:25][C:24]4[CH:26]=[CH:27][CH:28]=[CH:29][C:23]=4[N:22]=3)[CH2:17][CH2:16]2)=[CH:9][CH:8]=1)([CH3:6])[CH3:5].CC(C)([O-])C.[K+].[CH2:37]([O:39][CH2:40][CH2:41]CS([O-])(=O)=O)[CH3:38].CN(C=O)C>C(OC(=O)C)C.O>[CH3:1][O:2][C:3](=[O:30])[C:4]([C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH2:14][N:15]2[CH2:16][CH2:17][CH:18]([C:21]3[N:22]([CH2:38][CH2:37][O:39][CH2:40][CH3:41])[C:23]4[CH:29]=[CH:28][CH:27]=[CH:26][C:24]=4[N:25]=3)[CH2:19][CH2:20]2)=[CH:9][CH:8]=1)([CH3:5])[CH3:6]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 6228DimethylformamideHCID 19833216EthoxyethylmesylateHCID 23665647Potassium tert-butoxideHCID 452575302-(4-{2-[4-(1H-benzoimidazol-2-yl)-piperidin-1-yl]-ethyl}-phenyl)-2-methyl-propionic acid methylester

생성물 1

HCID 45257628Bilastine Ester수율 85%

시약·촉매·용매 2

HCID 962
Water
용매
HCID 8857Ethyl Acetate용매

실험 절차

In a reaction vessel, 2-(4-{2-[4-(1H-benzoimidazol-2-yl)-piperidin-1-yl]-ethyl}-phenyl)-2-methyl-propionic acid methylester (0.5 g) prepared in the Example 13, potassium-t-butoxide (0.14 g), ethoxyethylmesylate (0.25 g) and DMF (20 mL) were introduced, and the mixture was reacted at 50□ for 3 hours. Distilled water (50 mL) and ethylacetate (50 mL) were added thereto, and the mixture was stirred to separate a layer. Separated organic layer was washed with distilled water (50 mL), dehydrated, and condensed under reduced pressure to obtain 2-[4-(2-{4-[1-(2-ethoxy-ethyl)-1H-benzoimidazol-2-yl]-piperidin-1-yl}-ethyl)-phenyl]-2-methyl-propionic acid methylester (0.5 g, yield 85%, HPLC purity 98.5% or more).

후처리

  1. additionwere introduced
  2. customthe mixture was reacted at 50□ for 3 hours
  3. customto separate a layer
  4. washSeparated organic layer was washed with distilled water (50 mL)
  5. customcondensed under reduced pressure

출처 및 근거

ORD 기록
ord-c8054eb4a4dd4757812c41bb3f1e58de
출처 데이터셋
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08633223B2

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