Triethylamine → 4-bromo-N-[4-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-chloro-5-methoxyphenyl]-butanamide

HRID 630407노트

반응식

HRID 630407 반응식
[Si:1]([O:8][CH2:9][C:10]1[C:16]([O:17][CH3:18])=[CH:15][C:13]([NH2:14])=[C:12]([Cl:19])[CH:11]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].C(N(CC)CC)C.[Br:27][CH2:28][CH2:29][CH2:30][C:31](Cl)=[O:32].C(OCC)(=O)C>O1CCCC1>[Br:27][CH2:28][CH2:29][CH2:30][C:31]([NH:14][C:13]1[CH:15]=[C:16]([O:17][CH3:18])[C:10]([CH2:9][O:8][Si:1]([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2])=[CH:11][C:12]=1[Cl:19])=[O:32]

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 702254-Bromobutyryl chlorideHCID 671456574-({[Tert-butyl(dimethyl)silyl]oxy}methyl)-2-chloro-5-methoxyaniline2회

생성물 1

HCID 866772174-bromo-N-[4-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-chloro-5-methoxyphenyl]-butanamide

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 4-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-chloro-5-methoxyaniline (intermediate 39; 0.75 g, 2.48 mmol) in tetrahydrofuran (20 mL) and triethylamine (0.38 mL, 2.73 mmol) was added under nitrogen atmosphere at 0° C. 4-bromobutanoyl chloride (0.32 mL, 2.76 mmol). The mixture was stirred for half an hour. Ethyl acetate was added to the mixture and the organic layer was washed with bicarbonate and brine, dried and the solvent was removed under reduced pressure. The title compound was obtained (97%) and it was used in the next step without further purification.

후처리

  1. washthe organic layer was washed with bicarbonate and brine
  2. customdried
  3. customthe solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-191337b7391a43d0825edefa616fc92a
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09315463B2

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