Trifluoroacetic acid → (2R)-2-[(2R)-4-(4-aminophenyl)-3-oxomorpholin-2-yl]-N-(4-cyanophenyl)-2-hydroxyacetamide

HRID 876572ノート

反応式

HRID 876572 の反応式
[C:1]([C:3]1[CH:34]=[CH:33][C:6]([NH:7][C:8](=[O:32])[C@@H:9]([C@H:11]2[O:16][CH2:15][CH2:14][N:13]([C:17]3[CH:22]=[CH:21][C:20]([NH:23]C(=O)OC(C)(C)C)=[CH:19][CH:18]=3)[C:12]2=[O:31])[OH:10])=[CH:5][CH:4]=1)#[N:2].FC(F)(F)C(O)=O.C1(OC)C=CC=CC=1>CCOCC>[NH2:23][C:20]1[CH:21]=[CH:22][C:17]([N:13]2[CH2:14][CH2:15][O:16][C@H:11]([C@@H:9]([OH:10])[C:8]([NH:7][C:6]3[CH:33]=[CH:34][C:3]([C:1]#[N:2])=[CH:4][CH:5]=3)=[O:32])[C:12]2=[O:31])=[CH:18][CH:19]=1

参加物

5

反応物 3

HCID 6422Trifluoroacetic acidHCID 7519AnisoleHCID 67222096tert-butyl N-[4-[(2R)-2-[(1R)-2-(4-cyanoanilino)-1-hydroxy-2-oxoethyl]-3-oxomorpholin-4-yl]phenyl]carbamate

生成物 1

HCID 67032877(2R)-2-[(2R)-4-(4-aminophenyl)-3-oxomorpholin-2-yl]-N-(4-cyanophenyl)-2-hydroxyacetamide収率 92.6%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

反応条件

温度
0 °C

実験手順

To compound 26-4 (1.65 g), was added trifluoroacetic acid (10 mL) with anisole (0.2 mL) at 0° C. The reaction mixture was stirred at 0° C. for 1 hour then Et2O was added into the mixture to precipitate. The precipitate was collected by filtration and washed with Et2O. Then the precipitate was solved in water and the solution was basified with sat. NaHCO3 aq. The precipitate was collected by filtration and washed with H2O to obtain compound 26-5 (1.2 g) as a pale brown amorphous solid.

後処理

  1. customto precipitate
  2. filtrationThe precipitate was collected by filtration
  3. washwashed with Et2O
  4. filtrationwas collected by filtration
  5. washwashed with H2O

出典と根拠

ORDレコード
ord-c4f3107153b349db8beab8280952077f
出典データセット
uspto-grants-2015_03
特許番号
US08987242B2

反応ノート

読み込み中…