1-Bromo-2-methylpropane → HCID 72194423、化合物

HRID 594157

反応式

HRID 594157 の反応式
[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

参加物

5

反応物 3

HCID 65551-Bromo-2-methylpropane2 回HCID 35715812-tert-Butyl-1,1,3,3-tetramethylguanidine2 回HCID 1179257044-{[(3,5-dimethyl-4-isoxazolyl)methyl]oxy}-N-(4,6-dimethyl-3-pyridinyl)benzenesulfonamide

生成物 1

HCID 72194423HCID 72194423、化合物収率 14.9%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-7604837e92474205956b1ac4f90438ec
出典データセット
uspto-grants-2016_01
特許番号
US09242972B2

関連ノート

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