Methane → HCID 12649796, 화합물

HRID 435758노트

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HRID 435758 반응식
[F:1][C:2]1[CH:10]=[CH:9][C:8]2[N:7]([C:11]3[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=3)[C:6]3[CH2:18][NH:19][CH2:20][C:5]=3[C:4]=2[CH:3]=1.[Cl:21][CH2:22][CH2:23][CH2:24][C:25]([C:27]1[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=1)=[O:26].[I-].[K+].C(=O)([O-])[O-].[Na+].[Na+].C>CN(C)C=O>[ClH:21].[F:1][C:2]1[CH:10]=[CH:9][C:8]2[N:7]([C:11]3[CH:12]=[CH:13][C:14]([F:17])=[CH:15][CH:16]=3)[C:6]3[CH2:18][N:19]([CH2:22][CH2:23][CH2:24][C:25](=[O:26])[C:27]4[CH:28]=[CH:29][C:30]([F:33])=[CH:31][CH:32]=4)[CH2:20][C:5]=3[C:4]=2[CH:3]=1

참가 물질

7

반응물 5

HCID 297MethaneHCID 4875Potassium IodideHCID 10340Sodium CarbonateHCID 197503-(4-Fluorobenzoyl)propyl chlorideHCID 126497827-Fluoro-4-(4-fluorophenyl)-1,2,3,4-tetrahydropyrrolo[3,4-b]indole

생성물 1

HCID 12649796HCID 12649796, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

7-Fluoro-4-(p-fluorophenyl)-1,2,3,4-tetrahydropyrrolo[3,4-b]indole (6.02 g.; 22.2 m moles), 6.7 g. (33.3 m moles) of γ-chloro-p-fluorobutyrophenone, 4.28 g. (23.4 m moles) of potassium iodide and 7.05 g. (66.6 m moles) of sodium carbonate in 175 ml. of dimethylformamide is heated to 90° C. for 8 hrs. and then allowed to stir at room temperature overnight. The mixture is heated again to 90° C., treated with a gram of decolorizing charcoal, filtered, and the filtrate poured into ice and water. The suspension is extracted with chloroform and the combined extracts dried and evaporated to 10.5 g. of crude product. The residue is chromatographed on 200 g. of silica gel using 3:1 diethyl ether-ethanol as the eluate, each fraction comprising 30-40 ml. The desired product, isolated from fractions 6-14, is converted to the hydrochloride salt, 1.76 g., and subsequently recrystallized from acetonitrile-methanol, 850 mg., m.p. 175°-179° C.

후처리

  1. temperatureThe mixture is heated again to 90° C.
  2. filtrationfiltered
  3. additionthe filtrate poured into ice and water
  4. extractionThe suspension is extracted with chloroform
  5. customthe combined extracts dried
  6. customevaporated to 10.5 g
  7. customThe residue is chromatographed on 200 g

출처 및 근거

ORD 기록
ord-20bdb226897448898180a26640fe313f
출처 데이터셋
uspto-grants-1977_02
특허 번호
US04006164

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