Acetaldehyde → HCID 68761561, 화합물

HRID 1628401노트

반응식

HRID 1628401 반응식
[NH2:1][C:2]1[C:7]2[N:8]([CH2:20][CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])[C:9]([NH:11][C:12]3[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=3[Cl:19])=[N:10][C:6]=2[CH:5]=[CH:4][CH:3]=1.[CH:27](=O)[CH3:28].[C:30](O[BH3-])(=O)[CH3:31].[Na+]>CO.C(O)(=O)C.C(=O)([O-])O.[Na+]>[Cl:19][C:13]1[CH:14]=[C:15]([Cl:18])[CH:16]=[CH:17][C:12]=1[NH:11][C:9]1[N:8]([CH2:20][CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])[C:7]2[C:2]([N:1]([CH2:27][CH3:28])[CH2:30][CH3:31])=[CH:3][CH:4]=[CH:5][C:6]=2[N:10]=1

참가 물질

7

반응물 3

HCID 177AcetaldehydeHCID 23670382SodiumacetoxyborohydrideHCID 68763200HCID 68763200, 화합물

생성물 1

HCID 68761561HCID 68761561, 화합물수율 104.2%

시약·촉매·용매 3

HCID 176Acetic Acid용매HCID 887Methanol용매HCID 516892Sodium Bicarbonate용매

실험 절차

To a solution of ethyl 3-{7-amino-2-[(2,4-dichlorophenyl)amino]-1H-benzimidazol-1-yl}propanoate (Reference Example 27; 214 mg, 0.544 mmol) in methanol (5.5 mL) and acetic acid (0.110 mL) was added acetaldehyde (0.204 mL, 3.27 mmol) at 0° C. The resultant mixture was stirred at 0° C. for 30 min. To the reaction mixture was added sodium acetoxyborohydride (692 mg, 3.27 mmol) at 0° C. After the resultant mixture was stirred at room temperature for 12 hr, the mixture was diluted with aqueous saturated sodium hydrogen carbonate and extracted with ethyl acetate. The combined organic layer was washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue was purified by column chromatography on NH-silica gel eluting with ethyl acetate to give the title compound as a solid (255 mg, 0.567 mmol, quant).

후처리

  1. extractionextracted with ethyl acetate
  2. washThe combined organic layer was washed with brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by column chromatography on NH-silica gel eluting with ethyl acetate

출처 및 근거

ORD 기록
ord-bf4a5e9f2b4c44728f65700bf8e10de9
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08785460B2

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