Trifluoroacetic acid → 4-Methyl-2-{1-[6-trifluoromethyl-4-(4-trifluoromethyl-phenyl)-pyridin-2-yl]-1H-imidazol-4-yl}-thiazole-5-sulfonic acid amide

HRID 1928340ノート

反応式

HRID 1928340 の反応式
C([NH:5][S:6]([C:9]1[S:13][C:12]([C:14]2[N:15]=[CH:16][N:17]([C:19]3[CH:24]=[C:23]([C:25]4[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][CH:26]=4)[CH:22]=[C:21]([C:35]([F:38])([F:37])[F:36])[N:20]=3)[CH:18]=2)=[N:11][C:10]=1[CH3:39])(=[O:8])=[O:7])(C)(C)C.C(O)(C(F)(F)F)=O>>[CH3:39][C:10]1[N:11]=[C:12]([C:14]2[N:15]=[CH:16][N:17]([C:19]3[CH:24]=[C:23]([C:25]4[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][CH:26]=4)[CH:22]=[C:21]([C:35]([F:37])([F:36])[F:38])[N:20]=3)[CH:18]=2)[S:13][C:9]=1[S:6]([NH2:5])(=[O:8])=[O:7]

参加物

3

反応物 2

HCID 6422Trifluoroacetic acidHCID 247608934-Methyl-2-{1-[6-trifluoromethyl-4-(4-trifluoromethyl-phenyl)-pyridin-2-yl]-1H-imidazol-4-yl}-thiazole-5-sulfonic acid tert-butylamide

生成物 1

HCID 247609724-Methyl-2-{1-[6-trifluoromethyl-4-(4-trifluoromethyl-phenyl)-pyridin-2-yl]-1H-imidazol-4-yl}-thiazole-5-sulfonic acid amide収率 51.7%

反応条件

温度
23 °C

実験手順

To 4-methyl-2-{1-[6-trifluoromethyl-4-(4-trifluoromethyl-phenyl)-pyridin-2-yl]-1H-imidazol-4-yl}-thiazole-5-sulfonic acid tert-butylamide (example 300) (0.150 g, 0.254 mmol) was added TFA (5 mL) and the reaction mixture was stirred at 23° C. for 16 h. The mixture was evaporated to dryness and partitioned between TBME and saturated NaHCO3 solution, the organic layer was dried over Na2SO4. Removal of the solvent in vacuum left a crude product which was triturated with diethyl ether to give the title compound as a white solid (0.070 g, 51%). MS (ISP) 534.2 [(M+H)+]; mp 170° C. (dec.).

後処理

  1. customThe mixture was evaporated to dryness
  2. custompartitioned between TBME and saturated NaHCO3 solution
  3. dry with materialthe organic layer was dried over Na2SO4
  4. customRemoval of the solvent in vacuum
  5. waitleft a crude product which
  6. customwas triturated with diethyl ether

出典と根拠

ORDレコード
ord-c57c1d48327741c39d09d09f5e57e0a8
出典データセット
uspto-grants-2012_05
特許番号
US08183262B2

反応ノート

読み込み中…