Diisopropylethylamine → {4-Benzylamino-5-[(1,5-dimethyl-6-oxo-1,6-dihydro-pyridine-3-carbonyl)-amino]-pyridin-2-yl}-carbamic acid tert-butyl ester

HRID 930528Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 930528
[CH3:1][N:2]1[C:7](=[O:8])[C:6]([CH3:9])=[CH:5][C:4]([C:10]([OH:12])=O)=[CH:3]1.[C:13]([O:17][C:18](=[O:35])[NH:19][C:20]1[CH:25]=[C:24]([NH:26][CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[C:23]([NH2:34])=[CH:22][N:21]=1)([CH3:16])([CH3:15])[CH3:14].CCN(C(C)C)C(C)C.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>C1COCC1.O>[C:13]([O:17][C:18](=[O:35])[NH:19][C:20]1[CH:25]=[C:24]([NH:26][CH2:27][C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)[C:23]([NH:34][C:10]([C:4]2[CH:5]=[C:6]([CH3:9])[C:7](=[O:8])[N:2]([CH3:1])[CH:3]=2)=[O:12])=[CH:22][N:21]=1)([CH3:16])([CH3:14])[CH3:15]

Komponenten

7

Edukt 4

HCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 218859251,5-Dimethyl-6-oxo-1,6-dihydropyridine-3-carboxylic acidHCID 117892047(5-Amino-4-benzylamino-pyridin-2-yl)-carbamic acid tert-butyl ester

Produkt 1

HCID 117894049{4-Benzylamino-5-[(1,5-dimethyl-6-oxo-1,6-dihydro-pyridine-3-carbonyl)-amino]-pyridin-2-yl}-carbamic acid tert-butyl ester

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

1,5-Dimethyl-6-oxo-1,6-dihydro-pyridine-3-carboxylic acid D1 (3.589 g; 21.47 mmol) and (5-amino-4-benzylamino-pyridin-2-yl)-carbamic acid tert-butyl ester E-2.11 (4.500 g; 14.31 mmol) are dissolved in THF and and cooled to 0° C. DIPEA (5.539 g; 42.94 mmol) and HATU (10.878 g; 28.63 mmol) are added. The mixture is stirred at room temperature for 1 hr. Water is then added to the reaction mixture, precipitation of the product occurs. The precipitate is filtered off and dried under vacuum. The residue is used in the next step without further purification.

Aufarbeitung

  1. filtrationThe precipitate is filtered off
  2. customdried under vacuum
  3. customThe residue is used in the next step without further purification

Quellen und Nachweise

ORD-Eintrag
ord-a40b237256994f9bad165c2c2014f0b4
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09296748B2

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