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P-Anisidine → N-cyclopropylmethyl-4-(4-methoxy-phenylamino)-2-trifluoromethyl-benzensulfonamide

HRID 1485000
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HRID 1485000 반응식
Br[C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][CH2:12][CH:13]2[CH2:15][CH2:14]2)(=[O:10])=[O:9])=[C:4]([C:16]([F:19])([F:18])[F:17])[CH:3]=1.[CH3:20][O:21][C:22]1[CH:28]=[CH:27][C:25]([NH2:26])=[CH:24][CH:23]=1.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.C(=O)([O-])[O-].[Cs+].[Cs+]>C1(C)C=CC=CC=1.CC([O-])=O.CC([O-])=O.[Pd+2]>[CH:13]1([CH2:12][NH:11][S:8]([C:5]2[CH:6]=[CH:7][C:2]([NH:26][C:25]3[CH:27]=[CH:28][C:22]([O:21][CH3:20])=[CH:23][CH:24]=3)=[CH:3][C:4]=2[C:16]([F:19])([F:18])[F:17])(=[O:10])=[O:9])[CH2:15][CH2:14]1
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참가 물질

7

반응물 4

HCID 7732P-AnisidineHCID 10796Cesium carbonateHCID 634876Binap, (A+-)-HCID 249483674-bromo-N-(cyclopropylmethyl)-2-(trifluoromethyl)benzenesulfonamide

생성물 1

HCID 24948369N-cyclopropylmethyl-4-(4-methoxy-phenylamino)-2-trifluoromethyl-benzensulfonamide수율 45%

시약·촉매·용매 2

HCID 167845
palladium(II) acetate
촉매
HCID 1140Toluene용매

실험 절차

A mixture of 4-bromo-N-cyclopropylmethyl-2-trifluoromethylbenzenesulfonamide (295 mg, 0.82 mmol), 4-methoxyaniline (142 mg, 0.92 mmol), Pd(OAc)2 (26 mg, 0.11 mmol), BINAP (70 mg, 0.11 mmol) and cesium carbonate (395 mg, 1.21 mmol) in 15 ml toluene was relaxed for 6 hours. Toluene was evaporated in vacuum and crude oil was purified by Combiflash (PE-THF). Yield 45%

후처리

  1. customToluene was evaporated in vacuum
  2. customcrude oil was purified by Combiflash (PE-THF)

출처 및 근거

ORD 기록
ord-ba5ffaa6016642dc8290530c34189ca9
출처 데이터셋
uspto-grants-2016_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09422235B2

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