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Dichloromethane → HCID 21941423, 화합물

HRID 1158885
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HRID 1158885 반응식
CC(C[AlH]CC(C)C)C.C(Cl)Cl.C([O:15][C:16]([C:18]1[N:19]=[C:20]2[CH2:25][N:24]([CH2:26][C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[CH2:23][CH2:22][N:21]2[CH:33]=1)=O)C>C1(C)C=CC=CC=1>[CH2:26]([N:24]1[CH2:23][CH2:22][N:21]2[CH:33]=[C:18]([CH:16]=[O:15])[N:19]=[C:20]2[CH2:25]1)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6344DichloromethaneHCID 14487Diisobutylaluminum hydrideHCID 68442225HCID 68442225, 화합물

생성물 1

HCID 21941423HCID 21941423, 화합물

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

1.01 M solution of DIBAL in toluene (1 mL+0.2 mL+0.3 mL) was added to the dry CH2Cl2 (5 mL) solution of 7-benzyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carboxylic acid ethyl ester (283 mg) under a nitrogen atmosphere at −78° C. and stirred for 1.5 h. The mixture was quenched with 1 M HCl (5 mL). The reaction mixture was filtered through a pad of Celite. The filtrate was washed with 50% K2CO3 aq. and the aqueous layer was extracted with CH2Cl2. The combined organic layer was dried (K2CO3) and filtered. The filtrate was concentrated under reduced pressure. The residue was applied to silica gel column chromatography, then the column was eluted with CHCl3-acetone (9/1˜4/1) and CHCl3-MeOH (19/1). The titled compound was obtained as colorless crystals (148 mg, 61%).

후처리

  1. customThe mixture was quenched with 1 M HCl (5 mL)
  2. filtrationThe reaction mixture was filtered through a pad of Celite
  3. washThe filtrate was washed with 50% K2CO3 aq.
  4. extractionthe aqueous layer was extracted with CH2Cl2
  5. dry with materialThe combined organic layer was dried (K2CO3)
  6. filtrationfiltered
  7. concentrationThe filtrate was concentrated under reduced pressure
  8. washthe column was eluted with CHCl3-acetone (9/1˜4/1) and CHCl3-MeOH (19/1)

출처 및 근거

ORD 기록
ord-b8c3f0a30131469785e1e7e3ef7d8f3b
출처 데이터셋
uspto-grants-2010_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07812014B2

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