Trifluoroacetic acid → 3-Amino-4-benzyloxy-1-(2-fluorophenyl)pyrazole

HRID 968676ノート

反応式

HRID 968676 の反応式
C(O)(C(F)(F)F)=O.[CH2:8]([O:15][C:16]1[C:17]([NH:28]C(OC(C)(C)C)=O)=[N:18][N:19]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[F:27])[CH:20]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[OH-].[Na+]>C(Cl)(Cl)Cl.CCOC(C)=O>[NH2:28][C:17]1[C:16]([O:15][CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:20][N:19]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[F:27])[N:18]=1

参加物

6

反応物 3

HCID 6422Trifluoroacetic acidHCID 14798Sodium HydroxideHCID 691586054-Benzyloxy-3-(tert-butoxycarbonyl)amino-1-(2-fluorophenyl)pyrazole

生成物 1

HCID 691586673-Amino-4-benzyloxy-1-(2-fluorophenyl)pyrazole収率 77.3%

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒HCID 8857Ethyl Acetate溶媒

実験手順

TFA (2 mL) was added to a solution of 4-benzyloxy-3-(tert-butoxycarbonyl)amino-1-(2-fluorophenyl)pyrazole (1.30 g) in CHCl3 (5 mL) at room temperature and the mixture was stirred for 1.5 hours at room temperature. After being neutralized with 5N NaOH, the mixture was diluted with EtOAc and washed with H2O, sat. NaHCO3 and brine. The organic layer was dried over anhydrous magnesium sulfate and concentrated in vacuo. The semicrystalline residue was triturated with hexane overnight and filtered to yield 742.6 mg of the title compound.

後処理

  1. washwashed with H2O, sat. NaHCO3 and brine
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated in vacuo
  4. customThe semicrystalline residue was triturated with hexane overnight
  5. filtrationfiltered

出典と根拠

ORDレコード
ord-34e7bbb2286c47f9ae7499e3f4c32fac
出典データセット
uspto-grants-2007_12
特許番号
US07304072B2

反応ノート

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