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Sodium borohydride → HCID 44466931, 화합물

HRID 383468
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HRID 383468 반응식
[CH3:1][C:2]1[C:6]([C:7]2[N:8]([C:21]3[CH:26]=[CH:25][C:24]([OH:27])=[CH:23][CH:22]=3)[C:9]3[C:14]([C:15]=2[C:16](=[O:20])[C:17]([NH2:19])=[O:18])=[CH:13][CH:12]=[CH:11][CH:10]=3)=[C:5]([CH3:28])[O:4][N:3]=1.[BH4-].[Na+]>CCO>[CH3:1][C:2]1[C:6]([C:7]2[N:8]([C:21]3[CH:22]=[CH:23][C:24]([OH:27])=[CH:25][CH:26]=3)[C:9]3[C:14]([C:15]=2[CH:16]([OH:20])[C:17]([NH2:19])=[O:18])=[CH:13][CH:12]=[CH:11][CH:10]=3)=[C:5]([CH3:28])[O:4][N:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 44466648HCID 44466648, 화합물

생성물 1

HCID 44466931HCID 44466931, 화합물

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

9 mg 2-(2-(3,5-Dimethylisoxazol-4-yl)-1-(4-hydroxyphenyl)-1H-indol-3-yl)-2-oxoacetamide (Example 34) was mixed with 1 ml EtOH, 1.8 mg of NaBH4 was added and the mixture was stirred for 1.5 h. The mixture was evaporated, water was added, followed by extraction with EtOAc. The crude product was purified by reversed phase flash chromatography (acetonitrile/water) to provide 2-(2-(3,5-dimethylisoxazol-4-yl)-1-(4-hydroxyphenyl)-1H-indol-3-yl)-2-hydroxyacetamide (E36). ES/MS m/z: 376.3 (M−H); 1H NMR (acetone-d6, 500 MHz): 7.78 (m, 1H), 7.13-6.93 (m, 5H), 6.79 (m, 2H), 2.23, 2.21 (two s, 3H) and 1.93, 1.90 (two s, 3H).

후처리

  1. additionwas added
  2. customThe mixture was evaporated
  3. additionwater was added
  4. extractionfollowed by extraction with EtOAc
  5. customThe crude product was purified by reversed phase flash chromatography (acetonitrile/water)

출처 및 근거

ORD 기록
ord-ff35667a13b040df962d79ac3df3d483
출처 데이터셋
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08367665B2

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