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Potassium Carbonate → 4-{2-[(3R)-3-methoxypyrrolidin-1-yl]ethyl}-5-methyl-2-[4'-(methylsulfonyl)biphenyl-4-yl]-1,3-oxazole

HRID 1445854
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HRID 1445854 반응식
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH3:20][S:21]([C:24]1[CH:29]=[CH:28][C:27](B(O)O)=[CH:26][CH:25]=1)(=[O:23])=[O:22].Br[C:34]1[CH:39]=[CH:38][C:37]([C:40]2[O:41][C:42]([CH3:54])=[C:43]([CH2:45][CH2:46][N:47]3[CH2:51][CH2:50][C@@H:49]([O:52][CH3:53])[CH2:48]3)[N:44]=2)=[CH:36][CH:35]=1.C(=O)([O-])[O-].[K+].[K+]>C([O-])(=O)C.[Pd+2].C([O-])(=O)C.O.C(#N)C>[CH3:53][O:52][C@@H:49]1[CH2:50][CH2:51][N:47]([CH2:46][CH2:45][C:43]2[N:44]=[C:40]([C:37]3[CH:38]=[CH:39][C:34]([C:27]4[CH:28]=[CH:29][C:24]([S:21]([CH3:20])(=[O:23])=[O:22])=[CH:25][CH:26]=4)=[CH:35][CH:36]=3)[O:41][C:42]=2[CH3:54])[CH2:48]1
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참가 물질

8

반응물 4

HCID 11430Potassium CarbonateHCID 11776TriphenylphosphineHCID 27343644-(Methanesulfonyl)phenylboronic acidHCID 589514032-(4-Bromophenyl)-4-{2-[(3R)-3-methoxypyrrolidin-1-yl]ethyl}-5-methyl-1,3-oxazole

생성물 1

HCID 115466834-{2-[(3R)-3-methoxypyrrolidin-1-yl]ethyl}-5-methyl-2-[4'-(methylsulfonyl)biphenyl-4-yl]-1,3-oxazole수율 56.7%

시약·촉매·용매 3

HCID 167845palladium(II) acetate촉매HCID 962Water용매HCID 6342Acetonitrile용매

실험 절차

Prepare using the method of Example 103 with palladium (II) acetate (0.003 g, 0.014 mmol), anhydrous acetonitrile (4 mL), triphenylphosphine (0.014 g, 0.055 mmol), distilled water (1 mL), 4-(methanesulfonyl)benzeneboronic acid (0.22 g, 1.03 mmol), 2-(4-bromophenyl)-4-{2-[(3R)-3-methoxypyrrolidin-1-yl]ethyl}-5-methyl-1,3-oxazole (See Example 115) (0.25 g, 0.68 mmol) and potassium carbonate (0.28 g, 2.05 mmol) to give the title compound as a white solid (0.17 g): MS (m/e): 441(M+1).

후처리

  1. customPrepare

출처 및 근거

ORD 기록
ord-13d560b473714218848ad8bc3f94ea11
출처 데이터셋
uspto-grants-2010_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07666871B2

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