Hydrochloric Acid → 7-Fluoro-5-nitro-1-propyl-1,3-dihydro-indol-2-one

HRID 2114891노트

반응식

HRID 2114891 반응식
F[C:2]1[C:7]([F:8])=[CH:6][C:5]([N+:9]([O-:11])=[O:10])=[CH:4][C:3]=1[CH2:12][C:13]([OH:15])=O.[CH2:16]([NH2:19])[CH2:17][CH3:18].Cl>CS(C)=O>[F:8][C:7]1[CH:6]=[C:5]([N+:9]([O-:11])=[O:10])[CH:4]=[C:3]2[C:2]=1[N:19]([CH2:16][CH2:17][CH3:18])[C:13](=[O:15])[CH2:12]2

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 7852PropylamineHCID 11951676(2,3-Difluoro-5-nitrophenyl)acetic acid

생성물 1

HCID 692726077-Fluoro-5-nitro-1-propyl-1,3-dihydro-indol-2-one

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
50 °C

실험 절차

Crude (2,3-difluoro-5-nitrophenyl) acetic acid (2.00 g, 9.2 mmol) and n-propylamine (6 eq., 4.54 ml, 0.0553 mol) are mixed in DMSO (10 ml) and stirred at 50° C. for 2 hours. 2N Hydrochloric acid (40 ml) is added in one portion and the mixture stirred at room temperature for 2 hours. The resulting light yellow precipitate is filtered, washed with water and dried under vacuum. The residue is purified by flash column chromatography (20% Ethylacetate/hexane) to give the title compound as a yellow solid. HPLC r.t. 5.40 min; MS for C11H11FN2O3 m/z 239.1 (M+H)+.

후처리

  1. stirringthe mixture stirred at room temperature for 2 hours
  2. filtrationThe resulting light yellow precipitate is filtered
  3. washwashed with water
  4. customdried under vacuum
  5. customThe residue is purified by flash column chromatography (20% Ethylacetate/hexane)

출처 및 근거

ORD 기록
ord-3ea1432df25e4094b7ab80847184fefb
출처 데이터셋
uspto-grants-2008_10
특허 번호
US07435751B2

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