Pyrrolidine → HCID 178518159, 화합물

HRID 1620664노트

반응식

HRID 1620664 반응식
Cl.[F:2][C:3]([F:34])([F:33])[C:4]1[CH:28]=[C:27]([C:29]([F:32])([F:31])[F:30])[CH:26]=[CH:25][C:5]=1[CH2:6][N:7]1[CH2:12][CH2:11][CH:10](/[CH:13]=[C:14]2/[C:15]([NH:20][CH2:21][C:22](O)=[O:23])=[N:16][C:17](=[O:19])[S:18]/2)[CH2:9][CH2:8]1.C([N:37]([CH:41]([CH3:43])C)[CH:38]([CH3:40])C)C.N1CCCC1.F[P-](F)(F)(F)(F)F.C(C(=NO[C+](N(C)C)N1CCOCC1)C(OCC)=O)#N>CN(C=O)C.O>[F:2][C:3]([F:34])([F:33])[C:4]1[CH:28]=[C:27]([C:29]([F:30])([F:32])[F:31])[CH:26]=[CH:25][C:5]=1[CH2:6][N:7]1[CH2:12][CH2:11][CH:10](/[CH:13]=[C:14]2/[C:15]([NH:20][CH2:21][C:22](=[O:23])[N:37]3[CH2:38][CH2:40][CH2:43][CH2:41]3)=[N:16][C:17](=[O:19])[S:18]/2)[CH2:9][CH2:8]1

참가 물질

7

반응물 4

HCID 31268PyrrolidineHCID 81531DiisopropylethylamineHCID 178472143HCID 178472143, 화합물HCID 178479765HCID 178479765, 화합물

생성물 1

HCID 178518159HCID 178518159, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

To a solution of N-[(5Z)-5-({1-[2,4-bis(trifluoromethyl)benzyl]piperidin-4-yl}methylidene)-2-oxo-2,5-dihydro-1,3-thiazol-4-yl]glycine hydrochloride (500 mg), N-ethyl-N-(1-methylethyl)propan-2-amine (0.49 mL) and pyrrolidine (0.24 mL) in DMF (5 mL) was added (1-cyano-2-ethoxy-2-oxoethylideneaminooxy)dimethylamino-morpholino-carbenium hexafluorophosphate (403 mg), and the mixture was stirred at room temperature overnight. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, methanol/ethyl acetate), and the solid was recrystallized from ethyl acetate/heptane to give the title compound (90 mg).

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with water and saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customthe solvent was evaporated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (NH, methanol/ethyl acetate)
  6. customthe solid was recrystallized from ethyl acetate/heptane

출처 및 근거

ORD 기록
ord-7984c0e63df74a74a8042dd61405f0f5
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08772277B2

반응 노트

불러오는 중…