1,2-Dichloroethane → HCID 70925896, 화합물

HRID 1910481

반응식

HRID 1910481 반응식
Cl.[N:2]12[CH2:9][CH2:8][CH:5]([CH2:6][CH2:7]1)[CH:4]([C:10]([OH:12])=[O:11])[CH2:3]2.C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1.CCN(C(C)C)C(C)C.[F:36][C:37]1[CH:38]=[C:39]([CH:43]([C:45]2[CH:50]=[CH:49][CH:48]=[C:47]([F:51])[CH:46]=2)O)[CH:40]=[CH:41][CH:42]=1>CN(C=O)C.O>[N:2]12[CH2:9][CH2:8][CH:5]([CH2:6][CH2:7]1)[CH:4]([C:10]([O:12][CH:43]([C:39]1[CH:40]=[CH:41][CH:42]=[C:37]([F:36])[CH:38]=1)[C:45]1[CH:50]=[CH:49][CH:48]=[C:47]([F:51])[CH:46]=1)=[O:11])[CH2:3]2

참가 물질

8

반응물 5

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 2758250Bis(3-fluorophenyl)methanolHCID 126734361-Azabicyclo(2.2.2)octane-3-carboxylic acid hydrochloride

생성물 1

HCID 70925896HCID 70925896, 화합물수율 57.4%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

Quinuclidine-3-carboxylic acid hydrochloride (817 mg, 4.26 mmol), EDC (1.23 g, 6.39 mmol), and HOBT (979 mg, 6.39 mmol) were dissolved in dry DMF (40 ml). DIPEA (2.61 ml, 14.9 mmol) and bis(3-fluorophenyl)methanol (1.03 mg, 4.69 mmol) were added, and the mixture was stirred at room temperature overnight. The mixture was diluted with water and extracted several times with Et2O. The organic phases were collected and washed with brine, dried (Na2SO4), filtered, and evaporated. The residue was purified by flash chromatography (DCM/MeOH=9/1) to obtain bis(3-fluorophenyl)methyl quinuclidine-3-carboxylate (874 mg, racemic mixture).

후처리

  1. extractionextracted several times with Et2O
  2. customThe organic phases were collected
  3. washwashed with brine
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. customevaporated
  7. customThe residue was purified by flash chromatography (DCM/MeOH=9/1)

출처 및 근거

ORD 기록
ord-e5b17f1598fd4752a8591a206b36f7cb
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08604015B2

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