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Dichloromethane → 5-Fluoro-6-methyl-1-[1-(4-methyltetrahydro-2H-pyran-4-yl)piperidin-4-yl]-1,3-dihydro-2H-benzimidazol-2-one hydrochloride

HRID 2064218
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HRID 2064218 반응식
[F:1][C:2]1[C:25]([CH3:26])=[CH:24][C:5]2[N:6]([CH:10]3[CH2:15][CH2:14][N:13]([C:16]4([C:22]#N)[CH2:21][CH2:20][O:19][CH2:18][CH2:17]4)[CH2:12][CH2:11]3)[C:7](=[O:9])[NH:8][C:4]=2[CH:3]=1.C[Mg]Br.[Cl-].[NH4+].[Cl:32]CCl>O1CCCC1.O>[ClH:32].[F:1][C:2]1[C:25]([CH3:26])=[CH:24][C:5]2[N:6]([CH:10]3[CH2:15][CH2:14][N:13]([C:16]4([CH3:22])[CH2:21][CH2:20][O:19][CH2:18][CH2:17]4)[CH2:12][CH2:11]3)[C:7](=[O:9])[NH:8][C:4]=2[CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 6344DichloromethaneHCID 25517Ammonium ChlorideHCID 598501654-[4-(5-Fluoro-6-methyl-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)piperidin-1-yl]tetrahydro-2H-pyran-4-carbonitrileHCID 178418573HCID 178418573, 화합물

생성물 1

HCID 691286305-Fluoro-6-methyl-1-[1-(4-methyltetrahydro-2H-pyran-4-yl)piperidin-4-yl]-1,3-dihydro-2H-benzimidazol-2-one hydrochloride

시약·촉매·용매

2
HCID 962Water용매HCID 8028Tetrahydrofuran용매2회

실험 절차

4-[4-(5-Fluoro-6-methyl-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)piperidin-1-yl]tetrahydro-2H-pyran-4-carbonitrile (D72, 300 mg) in tetrahydrofuran (10 ml) was treated with methylmagnesium bromide 3M solution in tetrahydrofuran (1.4 ml) over 5 minutes and stirred for 1 hours then treated with saturated ammonium chloride solution (5 ml). The mixture was treated with dichloromethane and water. The dichloromethane layer was separated, dried by passing through a hydromatrix cartridge and the solvent was removed. The white solid from Et2O was dissolved in a mixture of methanol and dichloromethane and treated with hydrogen chloride in ether. The solvent was removed and the title compound as a white solid (211 mg) from ether. M+ 348

후처리

  1. customThe dichloromethane layer was separated
  2. customdried
  3. customthe solvent was removed
  4. dissolutionThe white solid from Et2O was dissolved in a mixture of methanol and dichloromethane
  5. additiontreated with hydrogen chloride in ether
  6. customThe solvent was removed

출처 및 근거

ORD 기록
ord-ba6c52fe5b4949a59f0f2a97bdd17fbc
출처 데이터셋
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08288412B2

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