Diisopropylethylamine → HCID 58497456, 화합물

HRID 2175171노트

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HRID 2175171 반응식
[Cl:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[C:6](Cl)[CH:5]=[C:4]([CH3:12])[N:3]=1.Cl.[CH2:14]([O:16][C:17](=[O:27])[CH2:18][C@@H:19]([NH2:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH3:15].CCN(C(C)C)C(C)C>CC(N(C)C)=O.C(OCC)(=O)C>[CH2:14]([O:16][C:17](=[O:27])[CH2:18][C@@H:19]([NH:26][C:6]1[CH:5]=[C:4]([CH3:12])[N:3]=[C:2]([Cl:1])[C:7]=1[N+:8]([O-:10])=[O:9])[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)[CH3:15]

참가 물질

6

반응물 3

HCID 81531DiisopropylethylamineHCID 2734508ethyl (3R)-3-amino-3-phenylpropanoate hydrochlorideHCID 27848192,4-Dichloro-6-methyl-3-nitropyridine

생성물 1

HCID 58497456HCID 58497456, 화합물수율 51.3%

시약·촉매·용매 2

HCID 8857Ethyl Acetate용매HCID 31374Dimethylacetamide용매

실험 절차

To a solution of 2,4-dichloro-6-methyl-3-nitropyridine (900 mg, 4.35 mmol) in DMA (8 mL) were added (R)-3-amino-3-phenylpropionic acid ethyl ester HCl (799 mg, 3.48 mmol) and DIPEA (1.6 mL, 8.70 mmol). The reaction mixture was stirred at room temperature for 12 hours. The reaction was then diluted with ethyl acetate and washed with water twice. The organic phase was dried over Na2SO4 and concentrated to give yellow oil. The resulting oily residue was purified by silica gel preparative TLC using 99:1 CH2Cl2:MeOH as an eluent to afford 650 mg (51%) of the title compound as a light orange oil. LCMS, M++1, m/z: 364.15.

후처리

  1. washwashed with water twice
  2. dry with materialThe organic phase was dried over Na2SO4
  3. concentrationconcentrated
  4. customto give yellow oil
  5. customThe resulting oily residue was purified by silica gel preparative TLC

출처 및 근거

ORD 기록
ord-9a91c91768f347868d3ed6c22ae77413
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09062056B2

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