Cesium carbonate → 2-[3-(3-Fluoro-4-morpholin-4-yl-piperidin-1-yl)-phenyl]-1-methyl-1H-benzoimidazole

HRID 2047406

반응식

HRID 2047406 반응식
[F:1][CH:2]1[CH:7]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)[CH2:6][CH2:5][NH:4][CH2:3]1.Br[C:15]1[CH:16]=[C:17]([C:21]2[N:25]([CH3:26])[C:24]3[CH:27]=[CH:28][CH:29]=[CH:30][C:23]=3[N:22]=2)[CH:18]=[CH:19][CH:20]=1.C(=O)([O-])[O-].[Cs+].[Cs+].C1C=CC(P(C2C(C3C(P(C4C=CC=CC=4)C4C=CC=CC=4)=CC=C4C=3C=CC=C4)=C3C(C=CC=C3)=CC=2)C2C=CC=CC=2)=CC=1>C1(C)C=CC=CC=1.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[F:1][CH:2]1[CH:7]([N:8]2[CH2:9][CH2:10][O:11][CH2:12][CH2:13]2)[CH2:6][CH2:5][N:4]([C:15]2[CH:16]=[C:17]([C:21]3[N:25]([CH3:26])[C:24]4[CH:27]=[CH:28][CH:29]=[CH:30][C:23]=4[N:22]=3)[CH:18]=[CH:19][CH:20]=2)[CH2:3]1

참가 물질

7

반응물 4

HCID 10796Cesium carbonateHCID 634876Binap, (A+-)-HCID 9624512-(3-bromophenyl)-1-methyl-1H-benzimidazoleHCID 686707464-(3-Fluoro-piperidin-4-yl)-morpholine

생성물 1

HCID 686713272-[3-(3-Fluoro-4-morpholin-4-yl-piperidin-1-yl)-phenyl]-1-methyl-1H-benzoimidazole

시약·촉매·용매 2

HCID 167845palladium(II) acetate촉매HCID 1140Toluene용매2회

실험 절차

4-(3-Fluoro-piperidin-4-yl)-morpholine (0.085 g, 0.45 mmol), 2-(3-Bromo-phenyl)-1-methyl-1H-benzoimidazole (described in method N, step a, b) (0.10 g, 0.35 mmol), and cesium carbonate (10.50 g, 32.2 mmol) were placed into a dry sealed 7 mL vial under nitrogen and dry toluene (0.4 mL) was added. At the same time Palladium acetate (0.016 g, 0.07 mmol), and BINAP (0.065 g, 0.10 mmol) were placed into another dry sealed 7 mL vial under nitrogen and diluted with dry toluene (0.8 mL) After about 20 minutes the resulting suspension was added to the vial containing the starting materials.

후처리

  1. additionwas added
  2. customsealed 7 mL vial under nitrogen
  3. additionwas added to the
  4. additionvial containing the starting materials

출처 및 근거

ORD 기록
ord-639d0b6d540e4f4bafe23bf639e62468
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08592463B2

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