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Morpholine → 2-((R)-2-methylmorpholino)-6-(morpholine-4-carbonyl)-8-(1-phenylpyrrolidin-2-yl)-4H-chromen-4-one

HRID 41222
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HRID 41222 반응식
CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.[CH3:23][C@@H:24]1[CH2:29][N:28]([C:30]2[O:31][C:32]3[C:37]([C:38](=[O:40])[CH:39]=2)=[CH:36][C:35]([C:41]([OH:43])=O)=[CH:34][C:33]=3[CH:44]2[CH2:48][CH2:47][CH2:46][N:45]2[C:49]2[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=2)[CH2:27][CH2:26][O:25]1.CCN(C(C)C)C(C)C.[NH:64]1[CH2:69][CH2:68][O:67][CH2:66][CH2:65]1>CC(N(C)C)=O>[CH3:23][C@@H:24]1[CH2:29][N:28]([C:30]2[O:31][C:32]3[C:37]([C:38](=[O:40])[CH:39]=2)=[CH:36][C:35]([C:41]([N:64]2[CH2:69][CH2:68][O:67][CH2:66][CH2:65]2)=[O:43])=[CH:34][C:33]=3[CH:44]2[CH2:48][CH2:47][CH2:46][N:45]2[C:49]2[CH:50]=[CH:51][CH:52]=[CH:53][CH:54]=2)[CH2:27][CH2:26][O:25]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 8083MorpholineHCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 86672441HCID 86672441, 화합물

생성물 1

HCID 866724402-((R)-2-methylmorpholino)-6-(morpholine-4-carbonyl)-8-(1-phenylpyrrolidin-2-yl)-4H-chromen-4-one수율 66.2%

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매

실험 절차

TBTU (148 mg, 0.46 mmol) was added to a stirred solution of 2-((R)-2-methylmorpholino)-4-oxo-8-(1-phenylpyrrolidin-2-yl)-4H-chromene-6-carboxylic acid (80 mg, 0.18 mmol), DIPEA (0.080 mL, 0.46 mmol) dissolved in DMA (2 mL) under nitrogen. The resulting solution was stirred at room temperature for 30 min. Morpholine (0.048 mL, 0.55 mmol) was added to the mixture and stirred at room temperature for 1 h. The reaction mixture was purified by preparative HPLC. The fractions containing the desired compound were evaporated to dryness to afford 2-((R)-2-methylmorpholino)-6-(morpholine-4-carbonyl)-8-(1-phenylpyrrolidin-2-yl)-4H-chromen-4-one (60 mg, 65%) as a gummy solid.

후처리

  1. stirringstirred at room temperature for 1 h
  2. customThe reaction mixture was purified by preparative HPLC
  3. additionThe fractions containing the desired compound
  4. customwere evaporated to dryness

출처 및 근거

ORD 기록
ord-1d1d702488c84784ab1124a879cffa71
출처 데이터셋
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08530470B2

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