Morpholine → HCID 71075220, 화합물

HRID 2170707노트

반응식

HRID 2170707 반응식
[CH3:1][O:2][C:3](=[O:31])[C@@H:4]([O:6][C:7]1[CH:8]=[C:9]([CH:28]=[CH:29][CH:30]=1)[CH2:10][N:11]1[C:19]2[C:14](=[CH:15][C:16]([C:20]([O:22]CC=C)=[O:21])=[CH:17][CH:18]=2)[C:13]([CH3:26])=[C:12]1[CH3:27])[CH3:5].N1CCOCC1>C1COCC1.CCOC(C)=O.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH3:1][O:2][C:3](=[O:31])[C@@H:4]([O:6][C:7]1[CH:8]=[C:9]([CH:28]=[CH:29][CH:30]=1)[CH2:10][N:11]1[C:19]2[C:14](=[CH:15][C:16]([C:20]([OH:22])=[O:21])=[CH:17][CH:18]=2)[C:13]([CH3:26])=[C:12]1[CH3:27])[CH3:5]

참가 물질

6

반응물 2

HCID 8083MorpholineHCID 86674594HCID 86674594, 화합물

생성물 1

HCID 71075220HCID 71075220, 화합물

시약·촉매·용매 3

HCID 178418397HCID 178418397, 화합물촉매HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

A mixture of (S)-allyl 1-(3-((1-methoxy-1-oxopropan-2-yl)oxy)benzyl)-2,3-dimethyl-1H-indole-5-carboxylate (1.0 g, 2.37 mmol, 1 equiv), Pd(PPh3)4 (277 mg, 0.24 mmol, 0.1 equiv), and morpholine (2 mL, 23.7 mmol, 10 equiv) in anhydrous THF (30 mL) was stirred at room temperature under argon atmosphere for 16 h. The completion of the reaction was monitored by anal. HPLC. The crude mixture was dissolved in AcOEt (100 mL) and washed with a 0.5N HCl aqueous solution (×2) and brine, then dried over Na2SO4. The filtrate was concentrated to obtain the crude product which was purified by flash chromatography (AcOEt/Hexane 0->60%) to obtain the title compound.

후처리

  1. washwashed with a 0.5N HCl aqueous solution (×2) and brine
  2. dry with materialdried over Na2SO4
  3. concentrationThe filtrate was concentrated
  4. customto obtain the crude product which
  5. customwas purified by flash chromatography (AcOEt/Hexane 0->60%)

출처 및 근거

ORD 기록
ord-8c5d03b92a3349aca69290d7e21ac224
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09051265B2

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