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

HRID 876572노트

반응식

HRID 876572 반응식
[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

참가 물질

5

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

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온도
0 °C

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-c4f3107153b349db8beab8280952077f
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08987242B2

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