Potassium Carbonate → tert-butyl 1-(3-(4-chlorophenyl)-5,5,5-trifluoropent-1-yn-3-yl)-1H-indazol-4-ylcarbamate

HRID 1477905ノート

反応式

HRID 1477905 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:16]2[C:24]3[C:19](=[C:20]([NH:25][C:26](=[O:32])[O:27][C:28]([CH3:31])([CH3:30])[CH3:29])[CH:21]=[CH:22][CH:23]=3)[CH:18]=[N:17]2)([CH2:11][C:12]([F:15])([F:14])[F:13])[CH:9]=O)=[CH:4][CH:3]=1.[C:33]([O-])([O-])=O.[K+].[K+].[N+](=C(P(=O)(OC)OC)C(=O)C)=[N-]>CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([N:16]2[C:24]3[C:19](=[C:20]([NH:25][C:26](=[O:32])[O:27][C:28]([CH3:30])([CH3:31])[CH3:29])[CH:21]=[CH:22][CH:23]=3)[CH:18]=[N:17]2)([CH2:11][C:12]([F:13])([F:14])[F:15])[C:9]#[CH:33])=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 86705054tert-butyl 1-(2-(4-chlorophenyl)-4,4,4-trifluoro-1-oxobutan-2-yl)-1H-indazol-4-ylcarbamateHCID 136023029(1E)-1-diazo-1-dimethoxyphosphorylpropan-2-one

生成物 1

HCID 86705055tert-butyl 1-(3-(4-chlorophenyl)-5,5,5-trifluoropent-1-yn-3-yl)-1H-indazol-4-ylcarbamate

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of the product of Step C (120 mg, 0.25 mmol) in methanol (5 mL) was added K2CO3 (69 mg, 0.5 mmol), dimethyl 1-diazo-2-oxopropylphosphonate (96 mg, 0.5 mmol). The mixture was stirred at room temperature for 2 h. After removing the organic solvent, the residue was added H2O (10 mL), extracted with ethyl acetate, and washed with brine (10 mL), dried over sodium sulfate, then filtered. The organic solvent was evaporated, and the residue was purified by silica gel chromatography (EA/PE=1:8) to obtain the title compound as colorless oil. LC/MS m/z=464.1[M+H]+.

後処理

  1. customAfter removing the organic solvent
  2. additionthe residue was added H2O (10 mL)
  3. extractionextracted with ethyl acetate
  4. washwashed with brine (10 mL)
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. customThe organic solvent was evaporated
  8. customthe residue was purified by silica gel chromatography (EA/PE=1:8)

出典と根拠

ORDレコード
ord-a7131de167fb4aa68c1ae615c2d71af9
出典データセット
uspto-grants-2016_08
特許番号
US09403807B2

反応ノート

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