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tert-Butanol → {6-Fluoro-3-[(E)-2-(3-fluorophenyl)-vinyl]-1-trityl-1H-indazol-5-yl}carbamic Acid Tert-Butyl Ester

HRID 34018
ノート
印刷プレビュー

反応式

HRID 34018 の反応式
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6](/[CH:30]=[CH:31]/[C:32]3[CH:37]=[CH:36][CH:35]=[C:34]([F:38])[CH:33]=3)=[N:7][N:8]2[C:11]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:4][C:3]=1C(O)=O.C([N:44]([CH2:47]C)CC)C.[CH3:49][C:50]([OH:53])([CH3:52])[CH3:51].C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:61])C=CC=CC=1>C1(C)C=CC=CC=1.C(OCC)(=O)C>[C:50]([O:53][C:47](=[O:61])[NH:44][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:2]=1[F:1])[N:8]([C:11]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[N:7]=[C:6]2/[CH:30]=[CH:31]/[C:32]1[CH:37]=[CH:36][CH:35]=[C:34]([F:38])[CH:33]=1)([CH3:52])([CH3:51])[CH3:49]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 6386tert-ButanolHCID 8471TriethylamineHCID 199401P,P-Diphenylphosphinic azideHCID 689303146-Fluoro-3-[(E)-2-(3-fluorophenyl)-vinyl]-1-trityl-1H-indazole-5-carboxylic Acid

生成物 1

HCID 68932770{6-Fluoro-3-[(E)-2-(3-fluorophenyl)-vinyl]-1-trityl-1H-indazol-5-yl}carbamic Acid Tert-Butyl Ester

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒
HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C

実験手順

To a suspension of 369 mg of 6-fluoro-3-[(E)-2-(3-fluorophenyl)-vinyl]-1-trityl-1H-indazole-5-carboxylic acid obtained by Production example 108 in 6 mL of toluene were added 69 mg of triethylamine, 0.15 mL of 2-methyl-2-propanol and 187 mg of diphenyl phosphoryl azide, and stirred at 80° C. for 7.5 hours. After adding 10 mL of ethyl acetate to the reaction solution, the organic layer was washed successively with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the crude product purified and separated by silica gel column chromatography (n-hexane:toluene=1:1), to afford 102 mg of the title compound as a white non-crystalline powder.

後処理

  1. washthe organic layer was washed successively with water and saturated brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. customThe solvent was evaporated
  4. customthe crude product purified
  5. customseparated by silica gel column chromatography (n-hexane:toluene=1:1)

出典と根拠

ORDレコード
ord-331933e3aa3944b0aa0f0112d4f29c1a
出典データセット
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07429609B2

反応ノート

読み込み中…

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