Diisopropylamine → S-1-(4-Fluorophenyl)-1H-indazol-5-yl benzothioate

HRID 13123

反応式

HRID 13123 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16]3[C:11](=[CH:12][C:13](I)=[CH:14][CH:15]=3)[CH:10]=[N:9]2)=[CH:4][CH:3]=1.[C:18]([OH:26])(=[S:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.CC1C=NC2C(C=1C)=CC=C1C=2N=CC(C)=C1C.C(NC(C)C)(C)C>C1(C)C=CC=CC=1.CCOC(C)=O.[I+].[Cu+]>[C:18](=[O:26])([S:25][C:13]1[CH:12]=[C:11]2[C:16](=[CH:15][CH:14]=1)[N:8]([C:5]1[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=1)[N:9]=[CH:10]2)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

参加物

8

反応物 4

HCID 7912DiisopropylamineHCID 742653,4,7,8-Tetramethyl-1,10-phenanthrolineHCID 592511281-(4-fluorophenyl)-5-iodo-1H-indazoleHCID 178526132HCID 178526132、化合物

生成物 1

HCID 59339848S-1-(4-Fluorophenyl)-1H-indazol-5-yl benzothioate収率 20%

試薬・触媒・溶媒 3

HCID 178505377HCID 178505377、化合物触媒HCID 1140Toluene溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 1-(4-fluorophenyl)-5-iodo-1H-indazole (103e, 0.224 g, 0.66 mmol), thiobenzoic acid (0.093 ml, 0.79 mmol), 3,4,7,8-tetramethyl-1,10-phenantroline (0.031 g, 0.13 mmol) and N,N-diisopropylamine (0.220 ml, 1.32 mmol) in toluene (2.5 ml) was added copper(I) iodine (2.245 μl, 0.07 mmol). The resulting mixture was stirred at 110 C O/N. The reaction mixture was cooled to r.t. diluted with EtOAc and washed with water. The organic phase was the dried the solvent evaporated and then purified on HPLC. The relevant fractions were collected freezdried to give 45 mg of product (20% yield) which was analysed by LC/MS.

後処理

  1. washwashed with water
  2. customdried the solvent
  3. customevaporated
  4. custompurified on HPLC
  5. customThe relevant fractions were collected freezdried

出典と根拠

ORDレコード
ord-5b1dc549e4134f18b2f42ea77cf3f868
出典データセット
uspto-grants-2010_06
特許番号
US07728030B2

関連ノート

読み込み中…