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3-Pyridinylboronic acid → 5-Fluoro-3-methyl-benzo[b]thiophene-2-sulfonic acid(4-pyridin-3-yl-2-trifluoromethyl-phenyl)-amide

HRID 1693101
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HRID 1693101 반응식
Br[C:2]1[CH:7]=[CH:6][C:5]([NH:8][S:9]([C:12]2[S:16][C:15]3[CH:17]=[CH:18][C:19]([F:21])=[CH:20][C:14]=3[C:13]=2[CH3:22])(=[O:11])=[O:10])=[C:4]([C:23]([F:26])([F:25])[F:24])[CH:3]=1.[N:27]1[CH:32]=[CH:31][CH:30]=[C:29](B(O)O)[CH:28]=1>COCCOC.C(O)C.C(=O)([O-])[O-].[Na+].[Na+].C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[N:27]1[CH:32]=[CH:31][CH:30]=[C:29]([C:2]2[CH:7]=[CH:6][C:5]([NH:8][S:9]([C:12]3[S:16][C:15]4[CH:17]=[CH:18][C:19]([F:21])=[CH:20][C:14]=4[C:13]=3[CH3:22])(=[O:10])=[O:11])=[C:4]([C:23]([F:26])([F:24])[F:25])[CH:3]=2)[CH:28]=1
참가 물질실험 절차출처 및 근거반응 노트

참가 물질

7

반응물 2

HCID 27343783-Pyridinylboronic acidHCID 249652745-Fluoro-3-methyl-benzo[b]thiophene-2-sulfonic acid(4-bromo-2-trifluoromethyl-phenyl)-amide

생성물 1

HCID 249656275-Fluoro-3-methyl-benzo[b]thiophene-2-sulfonic acid(4-pyridin-3-yl-2-trifluoromethyl-phenyl)-amide수율 86.3%

시약·촉매·용매 4

HCID 178418397HCID 178418397, 화합물촉매
HCID 702
Ethanol
용매
HCID 80711,2-Dimethoxyethane용매
HCID 10340Sodium Carbonate용매

실험 절차

This compound was prepared in analogy to Example 2 starting from 5-fluoro-3-methyl-benzo[b]thiophene-2-sulfonic acid(4-bromo-2-trifluoromethyl-phenyl)-amide (0.10 g) and 3-pyridineboronic acid (0.052 g) in 1,2-dimethoxyethane (1.5 ml), ethanol (0.32 ml) and 2 M aqueous sodium carbonate solution (0.8 ml) with tetrakis(triphenylphosphine)palladium (0.050 g) to obtain the title compound (0.086 g) as a colorless solid. MS (ISP): 467.0 (M+H)+

출처 및 근거

ORD 기록
ord-b228778651044c5cb3598c54e22f8795
출처 데이터셋
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08158655B2

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