Thiophenol → 2-[4-(1,4-dioxa-7-aza-spiro[4.4]non-7-yl)-3-fluorophenyl]-6-hydroxy-3,4-dihydro-2H-isoquinolin-1-one

HRID 69463노트

반응식

HRID 69463 반응식
C(=O)([O-])[O-].[K+].[K+].[O:7]1[C:11]2([CH2:15][CH2:14][N:13]([C:16]3[CH:21]=[CH:20][C:19]([N:22]4[CH2:31][CH2:30][C:29]5[C:24](=[CH:25][CH:26]=[C:27]([O:32]C)[CH:28]=5)[C:23]4=[O:34])=[CH:18][C:17]=3[F:35])[CH2:12]2)[O:10][CH2:9][CH2:8]1.C1(S)C=CC=CC=1.C(OCC)(=O)C>CN1C(=O)CCC1.O>[O:10]1[C:11]2([CH2:15][CH2:14][N:13]([C:16]3[CH:21]=[CH:20][C:19]([N:22]4[CH2:31][CH2:30][C:29]5[C:24](=[CH:25][CH:26]=[C:27]([OH:32])[CH:28]=5)[C:23]4=[O:34])=[CH:18][C:17]=3[F:35])[CH2:12]2)[O:7][CH2:8][CH2:9]1

참가 물질

7

반응물 4

HCID 7969ThiophenolHCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 68990092HCID 68990092, 화합물

생성물 1

HCID 689879432-[4-(1,4-dioxa-7-aza-spiro[4.4]non-7-yl)-3-fluorophenyl]-6-hydroxy-3,4-dihydro-2H-isoquinolin-1-one

시약·촉매·용매 2

HCID 962Water용매HCID 13387N-methyl-2-pyrrolidone용매

반응 조건

온도
200 °C

실험 절차

Potassium carbonate (2.5 g) was added to a mixture of 2-[4-(1,4-dioxa-7-aza-spiro[4.4]non-7-yl)-3-fluorophenyl]-6-methoxy-3,4-dihydro-2H-isoquinolin-1-one (7.2 g) and thiophenol (2 g) in NMP (80.2 mL). Small portions of the reaction mixture were each heated for 20 min at 200° C. in a microwave. Then ethyl acetate and water were added to the mixture. The aqueous phase was extracted several times with ethyl acetate. The organic phases were combined, dried over sodium sulfate and the solvent was removed in vacuum. In this way the product was obtained with molecular weight 384.41 (C21H21FN2O4); MS (ESI): 385 (M+H+).

후처리

  1. extractionThe aqueous phase was extracted several times with ethyl acetate
  2. dry with materialdried over sodium sulfate
  3. customthe solvent was removed in vacuum
  4. customIn this way the product was obtained with molecular weight 384.41 (C21H21FN2O4)

출처 및 근거

ORD 기록
ord-e3782af8ed2e41cfb17a2742a7f7de26
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822495B2

반응 노트

불러오는 중…