Triethylamine → HCID 71581865、化合物

HRID 2174925ノート

反応式

HRID 2174925 の反応式
Cl.[CH3:2][O:3][CH2:4][CH2:5][NH:6][C:7]([C:9]1[CH:17]=[CH:16][C:15]2[C:11](=[CH:12][N:13]([CH2:18][CH:19]3[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]3)[N:14]=2)[C:10]=1[CH3:25])=[O:8].C(N(CC)CC)C.[F:33][C:34]([S:37][C:38]1[CH:46]=[CH:45][C:41]([C:42](Cl)=[O:43])=[CH:40][CH:39]=1)([F:36])[F:35]>C(Cl)Cl>[CH3:2][O:3][CH2:4][CH2:5][NH:6][C:7]([C:9]1[CH:17]=[CH:16][C:15]2[C:11](=[CH:12][N:13]([CH2:18][CH:19]3[CH2:20][CH2:21][N:22]([C:42](=[O:43])[C:41]4[CH:45]=[CH:46][C:38]([S:37][C:34]([F:36])([F:33])[F:35])=[CH:39][CH:40]=4)[CH2:23][CH2:24]3)[N:14]=2)[C:10]=1[CH3:25])=[O:8]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 27778654-(Trifluoromethylthio)benzoyl chlorideHCID 89601954HCID 89601954、化合物

生成物 1

HCID 71581865HCID 71581865、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

60 mg of the amine prepared in Example 1a were first dissolved in 2 ml DCM at 0° C. 0.034 ml of triethylamine and 43.2 mg of 4-[(trifluoromethyl)sulphanyl]benzoyl chloride were then added and the mixture stirred for 2 hrs at 0° C. The reaction mixture was then diluted with DCM and washed with 1-molar hydrochloric acid, saturated sodium hydrogen carbonate solution (pH 9) and saturated sodium chloride solution. The organic phase was dried over sodium sulphate, filtered and concentrated. The residue was purified chromatographically on the Biotage SP4. Gradient: DCM/Methanol 0-10%. The product fraction was taken up in ethyl acetate and extracted twice with saturated sodium hydrogen carbonate solution. The organic phase was concentrated and the residue again purified by HPLC. Yield: 26.5 mg of the title compound.

後処理

  1. washwashed with 1-molar hydrochloric acid, saturated sodium hydrogen carbonate solution (pH 9) and saturated sodium chloride solution
  2. dry with materialThe organic phase was dried over sodium sulphate
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe residue was purified chromatographically on the Biotage SP4
  6. extractionextracted twice with saturated sodium hydrogen carbonate solution
  7. concentrationThe organic phase was concentrated
  8. customthe residue again purified by HPLC

出典と根拠

ORDレコード
ord-bd3a48491f84484ba5c60e0b201b9ff5
出典データセット
uspto-grants-2015_06
特許番号
US09062041B2

反応ノート

読み込み中…