Morpholine → HCID 71075220、化合物

HRID 2170707ノート

反応式

HRID 2170707 の反応式
[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]

参加物

6

反応物 2

HCID 8083MorpholineHCID 86674594HCID 86674594、化合物

生成物 1

HCID 71075220HCID 71075220、化合物

試薬・触媒・溶媒 3

HCID 178418397HCID 178418397、化合物触媒HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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%)

出典と根拠

ORDレコード
ord-8c5d03b92a3349aca69290d7e21ac224
出典データセット
uspto-grants-2015_06
特許番号
US09051265B2

反応ノート

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