Diisopropylethylamine → HCID 58497456、化合物

HRID 2175171

反応式

HRID 2175171 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

HCID 58497456HCID 58497456、化合物収率 51.3%

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒HCID 31374Dimethylacetamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-9a91c91768f347868d3ed6c22ae77413
出典データセット
uspto-grants-2015_06
特許番号
US09062056B2

関連ノート

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