Diisopropylethylamine → HCID 178485620, Verbindung

HRID 527915

Reaktionsgleichung

Reaktionsgleichung von HRID 527915
[CH3:1][NH:2][C@@H:3]1[CH2:7][CH2:6][N:5]([C:8]2[C:9]3[CH:16]=[CH:15][N:14]([CH2:17][O:18][CH2:19][CH2:20][Si:21]([CH3:24])([CH3:23])[CH3:22])[C:10]=3[N:11]=[CH:12][N:13]=2)[CH2:4]1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.CCN(C(C)C)C(C)C.[NH:56]1[CH:60]=[C:59]([CH2:61][C:62]([OH:64])=O)[N:58]=[CH:57]1>C1COCC1>[NH:56]1[CH:60]=[C:59]([CH2:61][C:62]([N:2]([CH3:1])[C@@H:3]2[CH2:7][CH2:6][N:5]([C:8]3[C:9]4[CH:16]=[CH:15][N:14]([CH2:17][O:18][CH2:19][CH2:20][Si:21]([CH3:24])([CH3:23])[CH3:22])[C:10]=4[N:11]=[CH:12][N:13]=3)[CH2:4]2)=[O:64])[N:58]=[CH:57]1

Komponenten

6

Edukt 4

HCID 81531DiisopropylethylamineHCID 96215Imidazole-4-acetic acidHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 66765875(R)-N-methyl-1-(7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrolidin-3-amine

Produkt 1

HCID 178485620HCID 178485620, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of (R)—N-methyl-1-(7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrolidin-3-amine (0.29 mmol), TBTU (0.35 mmol) and DIPEA (0.58 mmol) in THF was slowly added 2-(1H-imidazol-4-yl)acetic acid (0.29 mmol). The mixture was stirred at room temperature overnight, then concentrated, diluted with water, and extracted with EtOAc. The combined extracts were dried, filtered and concentrated. The residue was purified by flash chromatography to give the title compound.

Aufarbeitung

  1. concentrationconcentrated
  2. additiondiluted with water
  3. extractionextracted with EtOAc
  4. customThe combined extracts were dried
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe residue was purified by flash chromatography

Quellen und Nachweise

ORD-Eintrag
ord-2d213c21ff16469e87bc93c1891701c0
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09346810B2

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