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Water → N-(4-amino-2'-methyl-biphenyl-2-yl)-2-(3,5-bis-trifluoromethyl-phenyl)-N-methyl-isobutyramide

HRID 1267516
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HRID 1267516 반응식
[F:1][C:2]([F:37])([F:36])[C:3]1[CH:4]=[C:5]([C:13]([CH3:35])([CH3:34])[C:14]([N:16]([CH3:33])[C:17]2[CH:22]=[C:21]([N+:23]([O-])=O)[CH:20]=[CH:19][C:18]=2[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=2[CH3:32])=[O:15])[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.O>O1CCCC1.FC(F)(F)C(O)=O>[NH2:23][C:21]1[CH:20]=[CH:19][C:18]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=2[CH3:32])=[C:17]([N:16]([CH3:33])[C:14](=[O:15])[C:13]([C:5]2[CH:6]=[C:7]([C:9]([F:10])([F:11])[F:12])[CH:8]=[C:3]([C:2]([F:1])([F:36])[F:37])[CH:4]=2)([CH3:34])[CH3:35])[CH:22]=1
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참가 물질

5

반응물 2

HCID 962WaterHCID 185464982-(3,5-bis-trifluoromethyl-phenyl)-N-methyl-N-(2'-methyl-4-nitro-biphenyl-2-yl)-isobutyramide

생성물 1

HCID 18546507N-(4-amino-2'-methyl-biphenyl-2-yl)-2-(3,5-bis-trifluoromethyl-phenyl)-N-methyl-isobutyramide수율 99.4%

시약·촉매·용매 2

HCID 6422Trifluoroacetic acid촉매HCID 8028
Tetrahydrofuran
용매

실험 절차

To a solution of 950 mg (1.81 mmol) 2-(3,5-bis-trifluoromethyl-phenyl)-N-methyl-N-(2′-methyl-4-nitro-biphenyl-2-yl)-isobutyramide in 12 ml tetrahydrofuran and 3 ml water 608 mg (10.87 mmol) iron powder and 3 drops trifluoroacetic acid were added. After heating at 85° for 3 hrs., the reaction mixture was cooled to room temperature and evaporated. The residue was purified by chromatography (SiO2, hexane/ethyl acetate 1:4) to give 890 mg (99%) N-(4-amino-2′-methyl-biphenyl-2-yl)-2-(3,5-bis-trifluoromethyl-phenyl)-N-methyl-isobutyramide as pale yellow crystals, MS (ISP): 495.2 (M+H)+.

후처리

  1. temperatureAfter heating at 85° for 3 hrs
  2. customevaporated
  3. customThe residue was purified by chromatography (SiO2, hexane/ethyl acetate 1:4)

출처 및 근거

ORD 기록
ord-039b7f6f010f43d899fbba649099f095
출처 데이터셋
uspto-grants-2003_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06552088B2

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