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Triphenylphosphine → 3-{2-[4-(4-Chloro-3-methoxy-phenyl)-piperazin-1-yl]-2-oxo-ethyl}-6-[2-(tetrahydro-pyran-2-yloxy)-ethoxy]-3H-benzooxazol-2-one

HRID 1710655
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HRID 1710655 반응식
C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.CCOC(/N=N/C(OCC)=O)=O.[Cl:32][C:33]1[CH:38]=[CH:37][C:36]([N:39]2[CH2:44][CH2:43][N:42]([C:45](=[O:58])[CH2:46][N:47]3[C:51]4[CH:52]=[CH:53][C:54]([OH:56])=[CH:55][C:50]=4[O:49][C:48]3=[O:57])[CH2:41][CH2:40]2)=[CH:35][C:34]=1[O:59][CH3:60].[O:61]1[CH2:66][CH2:65][CH2:64][CH2:63][CH:62]1[O:67][CH2:68][CH2:69]O>C1COCC1>[Cl:32][C:33]1[CH:38]=[CH:37][C:36]([N:39]2[CH2:40][CH2:41][N:42]([C:45](=[O:58])[CH2:46][N:47]3[C:51]4[CH:52]=[CH:53][C:54]([O:56][CH2:69][CH2:68][O:67][CH:62]5[CH2:63][CH2:64][CH2:65][CH2:66][O:61]5)=[CH:55][C:50]=4[O:49][C:48]3=[O:57])[CH2:43][CH2:44]2)=[CH:35][C:34]=1[O:59][CH3:60]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 41668332-(Oxan-2-yloxy)ethan-1-olHCID 5462977Diethyl azodicarboxylateHCID 588343493-{2-[4-(4-chloro-3-methoxy-phenyl)-piperazin-1-yl]-2-oxo-ethyl}-6-hydroxy-3H-benzooxazol-2-one

생성물 1

HCID 588343673-{2-[4-(4-Chloro-3-methoxy-phenyl)-piperazin-1-yl]-2-oxo-ethyl}-6-[2-(tetrahydro-pyran-2-yloxy)-ethoxy]-3H-benzooxazol-2-one

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
85 °C

실험 절차

To a mixture of PPh3 (70 mg, 0.27 mmol, 1.1 eq), and DEAD (40 mg, 0.23 mmol, 1 eq) in THF (0.5 ml), was added 3-{2-[4-(4-chloro-3-methoxy-phenyl)-piperazin-1-yl]-2-oxo-ethyl}-6-hydroxy-3H-benzooxazol-2-one (54) (100 mg, 0.24 mmol, 1 eq) in THF (1 ml). The reaction mixture immediately turned clear and was heated to 85° C. 2-(Tetrahydro-pyran-2-yloxy)-ethanol (38.5 mg, 0.27 mmol, 1.1 eq), was then added to the reaction solution, and stirred for 3 hours at rt. The isolated crude product was purified with HPLC to provide 3-{2-[4-(4-chloro-3-methoxy-phenyl)-piperazin-1-yl]-2-oxo-ethyl}-6-[2-(tetrahydro-pyran-2-yloxy)-ethoxy]-3H-benzooxazol-2-one (55).

후처리

  1. customThe isolated crude product
  2. customwas purified with HPLC

출처 및 근거

ORD 기록
ord-7bf78f3bf94d40b19efda7382456a918
출처 데이터셋
uspto-grants-2010_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07790726B2

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