Tert-butyl-[2-(2,3-difluoro-4-methyl-5-nitro-phenoxy)-ethoxy]-dimethyl-silane → 5-[2-(Tert-butyl-dimethyl-silanyloxy)-ethoxy]-3,4-difluoro-2-methyl-phenylamine

HRID 2065747노트

반응식

HRID 2065747 반응식
[C:1]([Si:5]([O:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[C:16]([N+:18]([O-])=O)[C:15]([CH3:21])=[C:14]([F:22])[C:13]=1[F:23])([CH3:7])[CH3:6])([CH3:4])([CH3:3])[CH3:2]>CCO.[Pd]>[C:1]([Si:5]([CH3:7])([CH3:6])[O:8][CH2:9][CH2:10][O:11][C:12]1[C:13]([F:23])=[C:14]([F:22])[C:15]([CH3:21])=[C:16]([NH2:18])[CH:17]=1)([CH3:4])([CH3:3])[CH3:2]

참가 물질

4

반응물 1

HCID 59378019Tert-butyl-[2-(2,3-difluoro-4-methyl-5-nitro-phenoxy)-ethoxy]-dimethyl-silane

생성물 1

HCID 593779115-[2-(Tert-butyl-dimethyl-silanyloxy)-ethoxy]-3,4-difluoro-2-methyl-phenylamine수율 60.4%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

To a solution of tert-butyl-[2-(2,3-difluoro-4-methyl-5-nitro-phenoxy)-ethoxy]-dimethyl-silane (1.16 g, 3.33 mmol) in EtOH (10 ml) was added 10% Pd/C (0.116 g) and the mixture was hydrogenated under balloon pressure for two hours. The mixture was filtered and the filtrate was concentrated to dryness under reduced pressure. Purification of the crude product by flash chromatography (hexanes:EtOAc 7:3) gave 0.638 g of 5-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-3,4-difluoro-2-methyl-phenylamine as a tan solid.

후처리

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated to dryness under reduced pressure
  3. customPurification of the crude product by flash chromatography (hexanes:EtOAc 7:3)

출처 및 근거

ORD 기록
ord-c7936c35252b4ee380b4bc176719677b
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08288552B2

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