Acetic Acid → HCID 178428391、化合物

HRID 80265

反応式

HRID 80265 の反応式
C(O)(=O)C.[NH2:5][NH2:6].F[C:8]1[CH:9]=[C:10]([N:20]2[CH2:24][CH2:23][N:22]([C:25]3[CH:26]=[N:27][CH:28]=[CH:29][C:30]=3[CH3:31])[C:21]2=[O:32])[CH:11]=[CH:12][C:13]=1[C:14](=O)[C:15]([F:18])([F:17])[F:16].CO>C1COCC1.C(Cl)(Cl)Cl>[CH3:31][C:30]1[CH:29]=[CH:28][N:27]=[CH:26][C:25]=1[N:22]1[CH2:23][CH2:24][N:20]([C:10]2[CH:9]=[C:8]3[C:13]([C:14]([C:15]([F:18])([F:17])[F:16])=[N:5][NH:6]3)=[CH:12][CH:11]=2)[C:21]1=[O:32]

参加物

7

反応物 4

HCID 176Acetic AcidHCID 887MethanolHCID 9321HydrazineHCID 596361941-[3-Fluoro-4-(2,2,2-trifluoroacetyl)-phenyl]-3-(4-methyl-pyridin-3-yl)-imidazolidin-2-one

生成物 1

HCID 178428391HCID 178428391、化合物収率 23.46%

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
150 °C

実験手順

Acetic acid (0.1 mL, 1.36 mmol) and 1M hydrazine in THF (4 mL, 2.72 mmol) were added to 1-[3-fluoro-4-(2,2,2-trifluoro-acetyl)-phenyl]-3-(4-methyl-pyridin-3-yl)-imidazolidin-2-one (I-197b: 100 mg, 0.272 mmol) in dry THF (2 mL). The resulting mixture was stirred at 150° C. overnight. The reaction was monitored by TLC (5% MeOH in CHCl3). The reaction mixture was partitioned between water and chloroform. The organic layer was dried over Na2SO4 and concentrated. Purification by column chromatography on silica gel (4% MeOH in CHCl3), followed by preparative HPLC afforded 23 mg of the product (23.46% yield).

後処理

  1. customThe reaction mixture was partitioned between water and chloroform
  2. dry with materialThe organic layer was dried over Na2SO4
  3. concentrationconcentrated
  4. customPurification by column chromatography on silica gel (4% MeOH in CHCl3)

出典と根拠

ORDレコード
ord-59a84ad6cdeb451892bab342a5de1dba
出典データセット
uspto-grants-2014_09
特許番号
USRE045173E1

関連ノート

読み込み中…