Hydrochloric Acid → HCID 178489134, 화합물

HRID 735406노트

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HRID 735406 반응식
F[C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][CH:5]=[CH:4][C:3]=1[C:12]([C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=1)=O.O.[NH2:23][NH2:24].CCOC(C)=O.Cl>N1C=CC=CC=1.CN(C)C1C=CN=CC=1>[CH3:21][O:20][C:17]1[CH:18]=[CH:19][C:14]([C:12]2[C:3]3[C:2](=[C:7]([C:8]([F:11])([F:10])[F:9])[CH:6]=[CH:5][CH:4]=3)[NH:24][N:23]=2)=[CH:15][CH:16]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 24654Hydrazine hydrate (1:1)HCID 11231817(2-Fluoro-3-trifluoromethyl-phenyl)-(4-methoxy-phenyl)-methanone

생성물 1

HCID 178489134HCID 178489134, 화합물

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 1049Pyridine용매

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온도
100 °C

실험 절차

(2-Fluoro-3-trifluoromethyl-phenyl)-(4-methoxy-phenyl)-methanone (59.6 mg, 0.2 mmol) was dissolved in 1 ml of pyridine. Hydrazine hydrate (97 μl, 2 mmol) and 4-(dimethylamino)-pyridine (24.4 mg, 0.2 mmol) were added. The reaction mixture was stirred overnight at 100° C. After cooling to room temperature, EtOAc and 1M HCl were added. The organic phase was washed three times with brine, dried over MgSO4 and concentrated under vacuum. Purification of the crude product by flash column chromatography on silica gel (n-heptane/ethyl acetate, 85:15) afforded 56 mg of the analytically pure product.

후처리

  1. temperatureAfter cooling to room temperature
  2. washThe organic phase was washed three times with brine
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated under vacuum
  5. customPurification of the crude product by flash column chromatography on silica gel (n-heptane/ethyl acetate, 85:15)
  6. customafforded 56 mg of the analytically pure product

출처 및 근거

ORD 기록
ord-e5b002c7829a48b59466c67f9f54788a
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07592363B2

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