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Ethyl Acetate → 2-(2-Amino-4-fluoro-phenylamino)-N-isopropyl-N-(4-methoxy-phenyl)-acetamide

HRID 1599095
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HRID 1599095 반응식
C(OCC)(=O)C.[F:7][C:8]1[CH:13]=[CH:12][C:11]([NH:14][CH2:15][C:16]([N:18]([CH:27]([CH3:29])[CH3:28])[C:19]2[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=2)=[O:17])=[C:10]([N+:30]([O-])=O)[CH:9]=1.[H][H]>[Pd].C(O)C>[NH2:30][C:10]1[CH:9]=[C:8]([F:7])[CH:13]=[CH:12][C:11]=1[NH:14][CH2:15][C:16]([N:18]([CH:27]([CH3:29])[CH3:28])[C:19]1[CH:20]=[CH:21][C:22]([O:25][CH3:26])=[CH:23][CH:24]=1)=[O:17]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 8857Ethyl AcetateHCID 540942822-(4-Fluoro-2-nitrophenylamino)-N-isopropyl-N-(4-methoxy-phenyl)-acetamideHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 541782582-(2-Amino-4-fluoro-phenylamino)-N-isopropyl-N-(4-methoxy-phenyl)-acetamide수율 83.3%

시약·촉매·용매 2

HCID 23938Palladium촉매
HCID 702
Ethanol
용매

실험 절차

A solution of 30 mL ethyl acetate, 175 mL ethanol, and 2.50 g of 2-(4-Fluoro-2-nitrophenylamino)-N-isopropyl-N-(4-methoxy-phenyl)-acetamide (6.92 mmol) was combined with 0.25 g of palladium on carbon (10 wt %) and hydrogenated under a hydrogen balloon over 16 hrs. The reaction mixture was filtered and evaporated in vacuo to provide 1.91 g of the title compound as a solid. 1H NMR (300 MHz, CDCl3) d 7.03 (m, 2H), 6.94 (m, 2H), 6.36 (m, 3H), 4.99 (m, 1H), 4.37 (b, 3H), 3.86 (s, 3H), 3.39 (s, 2H), 1.07 (d, 6H, J=6.8); low resolution MS (FAB)m/e 332 (MH+).

후처리

  1. filtrationThe reaction mixture was filtered
  2. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-b6db202ca5db48a0829187fb569647e6
출처 데이터셋
uspto-grants-1998_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05739129

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