Hydrochloric Acid → N-Cyclopropyl-3-fluoro-5-(1H-indazol-5-yl)-4-methylbenzamide

HRID 1988931노트

반응식

HRID 1988931 반응식
[CH:1]1([NH:4][C:5]([C:7]2[CH:8]=[C:9]([F:30])[C:10]([CH3:29])=[C:11]([C:13]3[CH:14]=[C:15]4[C:19](=[CH:20][CH:21]=3)[N:18](C(OC(C)(C)C)=O)[N:17]=[CH:16]4)[CH:12]=2)=[O:6])[CH2:3][CH2:2]1.Cl>O1CCOCC1>[CH:1]1([NH:4][C:5](=[O:6])[C:7]2[CH:12]=[C:11]([C:13]3[CH:14]=[C:15]4[C:19](=[CH:20][CH:21]=3)[NH:18][N:17]=[CH:16]4)[C:10]([CH3:29])=[C:9]([F:30])[CH:8]=2)[CH2:2][CH2:3]1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 59127378HCID 59127378, 화합물

생성물 1

HCID 10403067N-Cyclopropyl-3-fluoro-5-(1H-indazol-5-yl)-4-methylbenzamide수율 17.3%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

A mixture of 1,1-dimethylethyl 5-{5-[(cyclopropylamino)carbonyl]-3-fluoro-2-methylphenyl}-1H-indazole-1-carboxylate (Example 59) (0.46 g) in a solution of hydrogen chloride in dioxan (4M, 7 ml) was stirred at room temp. under nitrogen for 4.5 h. The solvent was evaporated and the residue was partitioned between dichloromethane (20 ml) and aqueous sodium hydroxide (2M, 20 ml). The organic layer was separated using a hydrophobic filter tube, the solvent was evaporated and the residue was purified on a Varian Bond-Elut SPE cartridge (silica, 10 g) eluting with chloroform:methanol (100:0 to 98:2) to give the title compound (0.06 g).

후처리

  1. customThe solvent was evaporated
  2. customthe residue was partitioned between dichloromethane (20 ml) and aqueous sodium hydroxide (2M, 20 ml)
  3. customThe organic layer was separated
  4. customthe solvent was evaporated
  5. customthe residue was purified on a Varian Bond-Elut SPE cartridge (silica, 10 g)
  6. washeluting with chloroform:methanol (100:0 to 98:2)

출처 및 근거

ORD 기록
ord-4a4e7dda642744afbed03239ed0464b9
출처 데이터셋
uspto-grants-2010_01
특허 번호
US07642276B2

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