Trifluoroacetic acid → 5-Chloro-4-[(2-cyclopentyl-6-methyl-5-oxo-2,6,9,11-tetrazabicyclo[5.4.0]undeca-7,9,11-trien-10-yl)amino]-2-fluoro-benzoic acid

HRID 2234486ノート

反応式

HRID 2234486 の反応式
[Cl:1][C:2]1[C:3]([NH:16][C:17]2[N:27]=[C:26]3[C:20]([N:21]([CH3:34])[C:22](=[O:33])[CH2:23][CH2:24][N:25]3[CH:28]3[CH2:32][CH2:31][CH2:30][CH2:29]3)=[CH:19][N:18]=2)=[CH:4][C:5]([F:15])=[C:6]([CH:14]=1)[C:7]([O:9]C(C)(C)C)=[O:8].FC(F)(F)C(O)=O>C(Cl)Cl>[Cl:1][C:2]1[C:3]([NH:16][C:17]2[N:27]=[C:26]3[C:20]([N:21]([CH3:34])[C:22](=[O:33])[CH2:23][CH2:24][N:25]3[CH:28]3[CH2:32][CH2:31][CH2:30][CH2:29]3)=[CH:19][N:18]=2)=[CH:4][C:5]([F:15])=[C:6]([CH:14]=1)[C:7]([OH:9])=[O:8]

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 68684234Tert-butyl 5-chloro-4-[(2-cyclopentyl-6-methyl-5-oxo-2,6,9,11-tetrazabicyclo[5.4.0]undeca-7,9,11-trien-10-yl)amino]-2-fluoro-benzoate2 回

生成物 1

HCID 686827155-Chloro-4-[(2-cyclopentyl-6-methyl-5-oxo-2,6,9,11-tetrazabicyclo[5.4.0]undeca-7,9,11-trien-10-yl)amino]-2-fluoro-benzoic acid収率 100%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

tert-butyl 5-chloro-4-[(2-cyclopentyl-6-methyl-5-oxo-2,6,9,11-tetrazabicyclo[5.4.0]undeca-7,9,11-trien-10-yl)amino]-2-fluoro-benzoate (Intermediate 220; 220 mg, 0.45 mmol) was dissolved in DCM (7.5 mL) and trifluoroacetic acid (2.5 mL) added. The mixture was stirred at room temperature for 2 hours. The refraction mixture was evaporated, the residue dissolved in methanol/DCM and absorbed on to an SCX column, which was subsequently washed with methanol and eluted with ammonia in methanol. Product containing fractions were combined and evaporated to yield the title compound as a white solid (195 mg, 100%).

後処理

  1. customThe refraction mixture was evaporated
  2. dissolutionthe residue dissolved in methanol/DCM
  3. customabsorbed on to an SCX column, which
  4. washwas subsequently washed with methanol
  5. washeluted with ammonia in methanol
  6. additionProduct containing fractions
  7. customevaporated

出典と根拠

ORDレコード
ord-6a92fda7e2b648d39e3137b3823f45fb
出典データセット
uspto-grants-2010_05
特許番号
US07709471B2

反応ノート

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