Triphenylphosphine → 3-{[1-(1-Isoquinolyl)-4-piperidyl]methyl}-1,3-oxazolidine-2,4-dione

HRID 1663033

반응식

HRID 1663033 반응식
N(C(OC(C)C)=O)=NC(OC(C)C)=O.[C:15]1([N:25]2[CH2:30][CH2:29][CH:28]([CH2:31]O)[CH2:27][CH2:26]2)[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:18]=[CH:17][N:16]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[O:52]1[CH2:56][C:55](=[O:57])[NH:54][C:53]1=[O:58]>O1CCCC1>[C:15]1([N:25]2[CH2:26][CH2:27][CH:28]([CH2:31][N:54]3[C:55](=[O:57])[CH2:56][O:52][C:53]3=[O:58])[CH2:29][CH2:30]2)[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:18]=[CH:17][N:16]=1

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 973892,4-OxazolidinedioneHCID 21096912[1-(1-Isoquinolyl)-4-piperidyl]methanol

생성물 1

HCID 210969563-{[1-(1-Isoquinolyl)-4-piperidyl]methyl}-1,3-oxazolidine-2,4-dione

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
-10 °C

실험 절차

A solution of 2.01 g (9.95 mmol) of diisopropyl azodicarboxylate (DIAD) in 5 ml of tetrahydrofuran is added dropwise, under an inert atmosphere, to a solution of 2.4 g (9.95 mmol) of [1-(1-isoquinolyl)-4-piperidyl]methanol, prepared in step 5.1, 2.87 g (10.94 mmol) of triphenylphosphine and 1.21 g (11.93 mmol) of 1,3-oxazolidine-2,4-dione in 40 ml of tetrahydrofuran, cooled to about −10° C., the temperature of the reaction medium being maintained throughout between −10° C. and 0° C. Stirring is then continued at 0° C. for 1 hour and then at 25° C. for 18 hours.

후처리

  1. temperaturethe temperature of the reaction medium being maintained throughout between −10° C. and 0° C
  2. waitat 25° C. for 18 hours

출처 및 근거

ORD 기록
ord-45f8cb3410c2441a9c511abfebd2011a
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08034818B2

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