Sodium Carbonate → HCID 178422653、化合物

HRID 1517098ノート

反応式

HRID 1517098 の反応式
COC1C=CC(C[N:8]2[CH:12]=[C:11]([C:13]3[N:18]=[C:17]([C:19]([N:21]4[CH2:26][CH2:25][CH:24]([N:27]5[CH2:31][CH2:30][CH2:29][CH2:28]5)[CH2:23][CH2:22]4)=[O:20])[C:16]([CH3:32])=[CH:15][C:14]=3[C:33]3[CH:38]=[CH:37][CH:36]=[C:35]([C:39]([F:42])([F:41])[F:40])[CH:34]=3)[N:10]=[N:9]2)=CC=1.C([O-])([O-])=O.[Na+].[Na+]>FC(F)(F)C(O)=O>[CH3:32][C:16]1[C:17]([C:19]([N:21]2[CH2:22][CH2:23][CH:24]([N:27]3[CH2:31][CH2:30][CH2:29][CH2:28]3)[CH2:25][CH2:26]2)=[O:20])=[N:18][C:13]([C:11]2[N:10]=[N:9][NH:8][CH:12]=2)=[C:14]([C:33]2[CH:38]=[CH:37][CH:36]=[C:35]([C:39]([F:42])([F:41])[F:40])[CH:34]=2)[CH:15]=1

参加物

4

反応物 2

HCID 10340Sodium CarbonateHCID 57441141[6-[1-(4-Methoxy-benzyl)-1H-[1,2,3]triazol-4-yl]-3-methyl-5-(3-trifluoromethyl-phenyl)-pyridin-2-yl]-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanone2 回

生成物 1

HCID 178422653HCID 178422653、化合物収率 78.4%

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

0.30 g (0.50 mmol) of [6-[1-(4-methoxy-benzyl)-1H-[1,2,3]triazol-4-yl]-3-methyl-5-(3-trifluoromethyl-phenyl)-pyridin-2-yl]-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanone (intermediate 13) in 3.2 ml of trifluoroacetic acid were stirred at reflux for 23 hours. The reaction mixture was then poured into crashed ice, the pH was adjusted to 8-9 with aqueous Na2CO3 and the mixture was extracted twice with CH2Cl2; the organic phases were washed with water, dried over magnesium sulfate, filtered and evaporated. The residue was purified by flash column chromatography (CH2Cl2/MeOH 98:2 to 4:1) to give 0.19 g (77%) of the title compound as an off-white solid. MS: 485.4 (MH+).

後処理

  1. temperatureat reflux for 23 hours
  2. additionThe reaction mixture was then poured
  3. extractionthe mixture was extracted twice with CH2Cl2
  4. washthe organic phases were washed with water
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. customevaporated
  8. customThe residue was purified by flash column chromatography (CH2Cl2/MeOH 98:2 to 4:1)

出典と根拠

ORDレコード
ord-7108f1db531040c5b01e68b787ae87f8
出典データセット
uspto-grants-2012_07
特許番号
US08227613B2

反応ノート

読み込み中…