Diisopropylethylamine → HCID 57743052, 화합물

HRID 1924330노트

반응식

HRID 1924330 반응식
O[CH:2]1O[C:5](=[O:7])[CH2:4][CH:3]1[CH2:8][CH2:9][CH3:10].CCN(C(C)C)C(C)C.Cl.[O:21]1[CH:25]=[C:24]([CH2:26][NH2:27])[CH:23]=[N:22]1>ClCCCl.CC(O)=O>[O:21]1[CH:25]=[C:24]([CH2:26][N:27]2[CH2:2][CH:3]([CH2:8][CH2:9][CH3:10])[CH2:4][C:5]2=[O:7])[CH:23]=[N:22]1

참가 물질

6

반응물 3

HCID 81531DiisopropylethylamineHCID 222742301-(1,2-Oxazol-4-yl)methanamine--hydrogen chloride (1/1)HCID 235310715-hydroxy-4-propyldihydrofuran-2(3H)-one

생성물 1

HCID 57743052HCID 57743052, 화합물수율 32.3%

시약·촉매·용매 2

HCID 176Acetic Acid촉매HCID 111,2-Dichloroethane용매2회

실험 절차

A solution of 5-hydroxy-4-propyldihydrofuran-2(3H)-one x252 (0.44 g, 3.0 mmol) in dry DCE (8 ml), DIEA (0.364 g, 2.8 mmol), and several drops AcOH is added to a suspension of 1-isoxazol-4-ylmethanamine hydrochloride x251 (0.46 g, 3.0 mmol) in dry DCE, and NaHB(OAc)3 (0.976 g, 2.3 mmol) is added in 50 min. The reaction mixture is stirred at room temperature for 72 h and washed with 20% K2CO3 (2×25 ml). The aqueous layer is subjected to extraction with dichloromethane (3×30 ml). The combined organic layers are washed with brine (40 ml), dried over Na2SO4, and evaporated. The residue (0.55 g) is purified by chromatography on silicagel (chloroform/ethyl acetate 1/1) to afford 0.202 g of 1-(isoxazol-4-ylmethyl)-4-propylpyrrolidin-2-one 157 (yield 0.202 g, 32%).

후처리

  1. additionis added in 50 min
  2. washwashed with 20% K2CO3 (2×25 ml)
  3. extractionThe aqueous layer is subjected to extraction with dichloromethane (3×30 ml)
  4. washThe combined organic layers are washed with brine (40 ml)
  5. dry with materialdried over Na2SO4
  6. customevaporated
  7. customThe residue (0.55 g) is purified by chromatography on silicagel (chloroform/ethyl acetate 1/1)

출처 및 근거

ORD 기록
ord-caa8627d8f1842a291784dc4c0fa9f02
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08178533B2

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