Diisopropylethylamine → HCID 59140928, Verbindung

HRID 737180Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 737180
[CH2:1]([O:8][C:9]([N:11]1[CH2:15][CH2:14][CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CN([C:19]([O:23]N1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.[N:49]1[CH:54]=[CH:53][CH:52]=[C:51]([C:55]2[N:56]=[C:57]([NH2:60])[S:58][CH:59]=2)[CH:50]=1>CN(C=O)C>[CH2:1]([O:8][C:9]([N:11]1[CH2:15][CH2:14][CH2:13][CH:12]1[C:19](=[O:23])[NH:60][C:57]1[S:58][CH:59]=[C:55]([C:51]2[CH:50]=[N:49][CH:54]=[CH:53][CH:52]=2)[N:56]=1)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

6

Edukt 4

HCID 81531DiisopropylethylamineHCID 1548934-(3-Pyridinyl)-2-thiazolamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 10608307Phenylmethyl 1-pyrrolidinecarboxylate

Produkt 1

HCID 59140928HCID 59140928, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Pyrrolidine-1-carboxylic acid benzyl ester, (224 mg, 0.9 mmol) was combined with 376 mg (1.0 mmol) of HATU. This mixture was dissolved in 15 ml of DMF. To this solution was added DIEA (1.8 mmol, 0.3 mL). This solution was stirred at room temperature for 1.5 hours. To this solution was then added 4-pyridin-3-yl-thiazol-2-ylamine (100 mg, 0.56 mg). Reaction mixture was stirred at room temperature overnight and then purified using reverse phase HPLC. MS: 409.1 (M+H+); H1 NMR (DMSO-d6): δ(ppm) (HCl salt) 12.62 (s, 1H), 9.28 (s, 1H), 8.78 (s, 1H), 8.03 (m, 2H), 7.38 (m, 3H), 7.04 (d, 2H), 5.00 (m, 2H), 4.53 (m, 1H), 3.62 (m, 2H), 2.22 (m, 1H), 1.89 (m, 4H).

Aufarbeitung

  1. customReaction mixture
  2. stirringwas stirred at room temperature overnight
  3. custompurified

Quellen und Nachweise

ORD-Eintrag
ord-8d20a0ced70d470d87e668b52970f89b
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07595398B2

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