Hydroxylamine → 6-(Di-pyridin-2-yl-amino)-hexanoic acid hydroxyamide

HRID 523892

반응식

HRID 523892 반응식
[OH:1][NH2:2].C[O:4][C:5](=O)[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][N:11]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=1.CCOC(C)=O>CN(C=O)C.C1COCC1.[Cl-].[Na+].O>[OH:1][NH:2][C:5](=[O:4])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][N:11]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=1

참가 물질

7

반응물 3

HCID 787HydroxylamineHCID 8857Ethyl AcetateHCID 585450216-(Di-pyridin-2-yl-amino)-hexanoic acid methyl ester

생성물 1

HCID 468523056-(Di-pyridin-2-yl-amino)-hexanoic acid hydroxyamide수율 30%

시약·촉매·용매 3

HCID 6228Dimethylformamide용매HCID 8028Tetrahydrofuran용매HCID 57417360Sodium chloride; water용매

실험 절차

HONH2 (50% aqueous, 0.3 mL) was added to II (32 mg, 0.1 mmol) in DMF (0.3 mL) and THF (0.3 mL) at 0° C. The reaction mixture was agitated at rt for 17 h. Brine (3 mL) and EtOAc (3 mL) were added, the phases were separated, and the aqueous phase was extracted with EtOAc (2×3 mL). The organic phases were combined, dried over MgSO4, filtered then evaporated under reduced pressure. The residue was purified by silica gel column chromatography with CH2Cl2/MeOH (100:3 to 100:10) to furnish IV as a colourless oil (9.6 mg, 30%).

후처리

  1. customthe phases were separated
  2. extractionthe aqueous phase was extracted with EtOAc (2×3 mL)
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. customthen evaporated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography with CH2Cl2/MeOH (100:3 to 100:10)

출처 및 근거

ORD 기록
ord-7fb48d4009d94f019ac1cf789a63796e
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09340503B2

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