1-Bromo-2-methylpropane → HCID 72194423, 화합물

HRID 594157

반응식

HRID 594157 반응식
[CH3:1][C:2]1[C:6]([CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([S:15]([NH:18][C:19]3[CH:20]=[N:21][C:22]([CH3:26])=[CH:23][C:24]=3[CH3:25])(=[O:17])=[O:16])=[CH:11][CH:10]=2)=[C:5]([CH3:27])[O:4][N:3]=1.[C:28](N=C(N(C)C)N(C)C)([CH3:31])([CH3:30])[CH3:29].BrCC(C)C>C(#N)C>[CH3:1][C:2]1[C:6]([CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([S:15]([N:18]([C:19]3[CH:20]=[N:21][C:22]([CH3:26])=[CH:23][C:24]=3[CH3:25])[CH2:29][CH:28]([CH3:31])[CH3:30])(=[O:17])=[O:16])=[CH:11][CH:10]=2)=[C:5]([CH3:27])[O:4][N:3]=1

참가 물질

5

반응물 3

HCID 65551-Bromo-2-methylpropane2회HCID 35715812-tert-Butyl-1,1,3,3-tetramethylguanidine2회HCID 1179257044-{[(3,5-dimethyl-4-isoxazolyl)methyl]oxy}-N-(4,6-dimethyl-3-pyridinyl)benzenesulfonamide

생성물 1

HCID 72194423HCID 72194423, 화합물수율 14.9%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

4-{[(3,5-dimethyl-4-isoxazolyl)methyl]oxy}-N-(4,6-dimethyl-3-pyridinyl)benzenesulfonamide (100 mg, 0.258 mmol) and 2-(tert-butyl)-1,1,3,3-tetramethylguanidine (44.2 mg, 0.258 mmol) were dissolved in acetonitrile (1 mL). The mixture was stirred at room temperature for 1 hour, then 1-bromo-2-methylpropane (0.028 mL, 0.258 mmol) was added. The reaction was stirred at room temperature for 20 hours, then additional 2-(tert-butyl)-1,1,3,3-tetramethylguanidine (44.2 mg, 0.258 mmol) and 1-bromo-2-methylpropane (0.028 mL, 0.258 mmol) were added. The reaction was heated to 60° C. and stirred for a further 2 hours. The solvent was removed in vacuo and the residue was partitioned between water (5 mL) and dichloromethane (5 mL). The organic layer was separated, concentrated and purified by mass directed autoprep (formic acid modifier). The required fractions were combined and concentrated to provide the title compound (17 mg) as a colourless oil. LCMS (2 min, formic) Rt 1.04 mins, m/z (ES+) 444 (M+H).

후처리

  1. stirringThe reaction was stirred at room temperature for 20 hours
  2. temperatureThe reaction was heated to 60° C.
  3. stirringstirred for a further 2 hours
  4. customThe solvent was removed in vacuo
  5. customthe residue was partitioned between water (5 mL) and dichloromethane (5 mL)
  6. customThe organic layer was separated
  7. concentrationconcentrated
  8. custompurified by mass
  9. concentrationconcentrated

출처 및 근거

ORD 기록
ord-7604837e92474205956b1ac4f90438ec
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09242972B2

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